JP6541643B2 - フィトグリコーゲンナノ粒子及びその製造方法 - Google Patents
フィトグリコーゲンナノ粒子及びその製造方法 Download PDFInfo
- Publication number
- JP6541643B2 JP6541643B2 JP2016509241A JP2016509241A JP6541643B2 JP 6541643 B2 JP6541643 B2 JP 6541643B2 JP 2016509241 A JP2016509241 A JP 2016509241A JP 2016509241 A JP2016509241 A JP 2016509241A JP 6541643 B2 JP6541643 B2 JP 6541643B2
- Authority
- JP
- Japan
- Prior art keywords
- phytoglycogen
- composition
- nanoparticles
- glycogen
- monodispersed
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- BYSGBSNPRWKUQH-UJDJLXLFSA-N glycogen Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)[C@H](O)[C@@H](O)[C@@H](O[C@@H]2[C@H](O[C@H](O)[C@H](O)[C@H]2O)CO)O1 BYSGBSNPRWKUQH-UJDJLXLFSA-N 0.000 title claims description 150
- 229920002387 Phytoglycogen Polymers 0.000 title claims description 149
- 239000002105 nanoparticle Substances 0.000 title claims description 125
- 238000004519 manufacturing process Methods 0.000 title description 4
- 239000000203 mixture Substances 0.000 claims description 112
- 238000000034 method Methods 0.000 claims description 73
- 229920002527 Glycogen Polymers 0.000 claims description 66
- 229940096919 glycogen Drugs 0.000 claims description 66
- 239000000463 material Substances 0.000 claims description 53
- 239000002245 particle Substances 0.000 claims description 49
- 241000196324 Embryophyta Species 0.000 claims description 40
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 34
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 27
- 239000000047 product Substances 0.000 claims description 22
- 238000002296 dynamic light scattering Methods 0.000 claims description 21
- 238000001471 micro-filtration Methods 0.000 claims description 19
- 240000008042 Zea mays Species 0.000 claims description 18
- 238000000108 ultra-filtration Methods 0.000 claims description 18
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims description 17
- 241000482268 Zea mays subsp. mays Species 0.000 claims description 17
- 235000005822 corn Nutrition 0.000 claims description 17
- 239000011148 porous material Substances 0.000 claims description 17
- 239000006286 aqueous extract Substances 0.000 claims description 14
- 239000004606 Fillers/Extenders Substances 0.000 claims description 9
- 239000006185 dispersion Substances 0.000 claims description 9
- 238000000926 separation method Methods 0.000 claims description 9
- 235000013336 milk Nutrition 0.000 claims description 8
- 239000008267 milk Substances 0.000 claims description 8
- 210000004080 milk Anatomy 0.000 claims description 8
- 238000001035 drying Methods 0.000 claims description 7
- 239000000706 filtrate Substances 0.000 claims description 7
- 239000012535 impurity Substances 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- 239000000843 powder Substances 0.000 claims description 6
- 108090000344 1,4-alpha-Glucan Branching Enzyme Proteins 0.000 claims description 5
- 102000003925 1,4-alpha-Glucan Branching Enzyme Human genes 0.000 claims description 5
- 239000005909 Kieselgur Substances 0.000 claims description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 4
- 238000012377 drug delivery Methods 0.000 claims description 4
- 108700023372 Glycosyltransferases Proteins 0.000 claims description 3
- 102000051366 Glycosyltransferases Human genes 0.000 claims description 3
- 229940124447 delivery agent Drugs 0.000 claims description 3
- 108010033764 Amylosucrase Proteins 0.000 claims description 2
- 238000001179 sorption measurement Methods 0.000 claims description 2
- 238000003756 stirring Methods 0.000 claims description 2
- 241001483078 Phyto Species 0.000 claims 1
- 241001351225 Sergey Species 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 21
- 229920001282 polysaccharide Polymers 0.000 description 20
- 150000004676 glycans Chemical class 0.000 description 18
- 239000005017 polysaccharide Substances 0.000 description 18
- 102000004169 proteins and genes Human genes 0.000 description 16
- 108090000623 proteins and genes Proteins 0.000 description 16
- 235000013339 cereals Nutrition 0.000 description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 229920000945 Amylopectin Polymers 0.000 description 13
- 102000004190 Enzymes Human genes 0.000 description 13
- 108090000790 Enzymes Proteins 0.000 description 13
- 239000000306 component Substances 0.000 description 12
- 238000005119 centrifugation Methods 0.000 description 11
- -1 Diagnostic labels Substances 0.000 description 10
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 10
- 241000209094 Oryza Species 0.000 description 10
- 235000007164 Oryza sativa Nutrition 0.000 description 10
- 239000010408 film Substances 0.000 description 10
- 238000001914 filtration Methods 0.000 description 10
- 238000002360 preparation method Methods 0.000 description 10
- 235000009566 rice Nutrition 0.000 description 10
- 238000003809 water extraction Methods 0.000 description 10
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 9
- 239000000284 extract Substances 0.000 description 9
- 238000000605 extraction Methods 0.000 description 9
- 238000009826 distribution Methods 0.000 description 8
- 238000007306 functionalization reaction Methods 0.000 description 8
- 239000003607 modifier Substances 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 238000011282 treatment Methods 0.000 description 8
- 239000002028 Biomass Substances 0.000 description 7
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 7
- 229920002472 Starch Polymers 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- 239000003814 drug Substances 0.000 description 7
- 239000008103 glucose Substances 0.000 description 7
- 150000002632 lipids Chemical class 0.000 description 7
- 230000008569 process Effects 0.000 description 7
- 239000008107 starch Substances 0.000 description 7
- 235000007340 Hordeum vulgare Nutrition 0.000 description 6
- 240000005979 Hordeum vulgare Species 0.000 description 6
- 241001465754 Metazoa Species 0.000 description 6
- 240000006394 Sorghum bicolor Species 0.000 description 6
- 235000011684 Sorghum saccharatum Nutrition 0.000 description 6
- 239000002872 contrast media Substances 0.000 description 6
- 238000009295 crossflow filtration Methods 0.000 description 6
- 238000011026 diafiltration Methods 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 235000013305 food Nutrition 0.000 description 6
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 6
- 238000003801 milling Methods 0.000 description 6
- 235000019698 starch Nutrition 0.000 description 6
- 229920000856 Amylose Polymers 0.000 description 5
- 230000000274 adsorptive effect Effects 0.000 description 5
- 125000003277 amino group Chemical group 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 235000019441 ethanol Nutrition 0.000 description 5
- 102000039446 nucleic acids Human genes 0.000 description 5
- 108020004707 nucleic acids Proteins 0.000 description 5
- 150000007523 nucleic acids Chemical class 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 238000002604 ultrasonography Methods 0.000 description 5
- 238000013019 agitation Methods 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000012512 characterization method Methods 0.000 description 4
- 239000003638 chemical reducing agent Substances 0.000 description 4
- 229940079593 drug Drugs 0.000 description 4
- 239000002158 endotoxin Substances 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 238000002955 isolation Methods 0.000 description 4
- 125000005647 linker group Chemical group 0.000 description 4
- 229920006008 lipopolysaccharide Polymers 0.000 description 4
- 230000005298 paramagnetic effect Effects 0.000 description 4
- 238000001556 precipitation Methods 0.000 description 4
- 125000006850 spacer group Chemical group 0.000 description 4
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 230000004888 barrier function Effects 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 238000001212 derivatisation Methods 0.000 description 3
- 230000008030 elimination Effects 0.000 description 3
- 238000003379 elimination reaction Methods 0.000 description 3
- 235000012041 food component Nutrition 0.000 description 3
- 238000004108 freeze drying Methods 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 150000002466 imines Chemical class 0.000 description 3
- 239000013541 low molecular weight contaminant Substances 0.000 description 3
- 238000002595 magnetic resonance imaging Methods 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 150000003141 primary amines Chemical class 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 238000010298 pulverizing process Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 150000003384 small molecules Chemical class 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 235000000346 sugar Nutrition 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 3
- 239000011782 vitamin Substances 0.000 description 3
- 229940088594 vitamin Drugs 0.000 description 3
- 229930003231 vitamin Natural products 0.000 description 3
- 235000013343 vitamin Nutrition 0.000 description 3
- ZQXIMYREBUZLPM-UHFFFAOYSA-N 1-aminoethanethiol Chemical compound CC(N)S ZQXIMYREBUZLPM-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- 108091023037 Aptamer Proteins 0.000 description 2
- 229920001353 Dextrin Polymers 0.000 description 2
- 239000004375 Dextrin Substances 0.000 description 2
- 229910052688 Gadolinium Inorganic materials 0.000 description 2
- 229920001503 Glucan Polymers 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- 108010028688 Isoamylase Proteins 0.000 description 2
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 2
- 244000171508 Zea mays var. rugosa Species 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 108010019077 beta-Amylase Proteins 0.000 description 2
- 230000000975 bioactive effect Effects 0.000 description 2
- 239000012620 biological material Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000002738 chelating agent Substances 0.000 description 2
- 239000000701 coagulant Substances 0.000 description 2
- 239000000084 colloidal system Substances 0.000 description 2
- 238000002591 computed tomography Methods 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 229940009976 deoxycholate Drugs 0.000 description 2
- KXGVEGMKQFWNSR-LLQZFEROSA-N deoxycholic acid Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 KXGVEGMKQFWNSR-LLQZFEROSA-N 0.000 description 2
- 235000019425 dextrin Nutrition 0.000 description 2
- 229940127043 diagnostic radiopharmaceutical Drugs 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 230000002255 enzymatic effect Effects 0.000 description 2
- 230000007717 exclusion Effects 0.000 description 2
- 239000008394 flocculating agent Substances 0.000 description 2
- OVBPIULPVIDEAO-LBPRGKRZSA-N folic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-LBPRGKRZSA-N 0.000 description 2
- 239000005428 food component Substances 0.000 description 2
- UIWYJDYFSGRHKR-UHFFFAOYSA-N gadolinium atom Chemical compound [Gd] UIWYJDYFSGRHKR-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 238000003384 imaging method Methods 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 238000004020 luminiscence type Methods 0.000 description 2
- 229920002521 macromolecule Polymers 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 230000004060 metabolic process Effects 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000011859 microparticle Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 235000012459 muffins Nutrition 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- KSSNXJHPEFVKHY-UHFFFAOYSA-N phenol;hydrate Chemical compound O.OC1=CC=CC=C1 KSSNXJHPEFVKHY-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000006722 reduction reaction Methods 0.000 description 2
- 238000006268 reductive amination reaction Methods 0.000 description 2
- 238000000518 rheometry Methods 0.000 description 2
- 150000003335 secondary amines Chemical group 0.000 description 2
- 235000015170 shellfish Nutrition 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000001694 spray drying Methods 0.000 description 2
- 150000008163 sugars Chemical class 0.000 description 2
- 239000006228 supernatant Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 229940124597 therapeutic agent Drugs 0.000 description 2
- 125000003396 thiol group Chemical group [H]S* 0.000 description 2
- 238000004627 transmission electron microscopy Methods 0.000 description 2
- 230000007306 turnover Effects 0.000 description 2
- MLIWQXBKMZNZNF-KUHOPJCQSA-N (2e)-2,6-bis[(4-azidophenyl)methylidene]-4-methylcyclohexan-1-one Chemical compound O=C1\C(=C\C=2C=CC(=CC=2)N=[N+]=[N-])CC(C)CC1=CC1=CC=C(N=[N+]=[N-])C=C1 MLIWQXBKMZNZNF-KUHOPJCQSA-N 0.000 description 1
- PNDPGZBMCMUPRI-HVTJNCQCSA-N 10043-66-0 Chemical compound [131I][131I] PNDPGZBMCMUPRI-HVTJNCQCSA-N 0.000 description 1
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 1
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- MSWZFWKMSRAUBD-IVMDWMLBSA-N 2-amino-2-deoxy-D-glucopyranose Chemical compound N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O MSWZFWKMSRAUBD-IVMDWMLBSA-N 0.000 description 1
- IRJPOKXEKUBRKM-UHFFFAOYSA-N 4-(diethylamino)pyridin-1-ium-1-carbonitrile Chemical compound CCN(CC)C1=CC=[N+](C#N)C=C1 IRJPOKXEKUBRKM-UHFFFAOYSA-N 0.000 description 1
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
- 239000005695 Ammonium acetate Substances 0.000 description 1
- 239000004382 Amylase Substances 0.000 description 1
- 108010065511 Amylases Proteins 0.000 description 1
- 102000013142 Amylases Human genes 0.000 description 1
- 102000004506 Blood Proteins Human genes 0.000 description 1
- 108010017384 Blood Proteins Proteins 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 102000053642 Catalytic RNA Human genes 0.000 description 1
- 108090000994 Catalytic RNA Proteins 0.000 description 1
- 208000034628 Celiac artery compression syndrome Diseases 0.000 description 1
- 241000238424 Crustacea Species 0.000 description 1
- 102000004127 Cytokines Human genes 0.000 description 1
- 108090000695 Cytokines Proteins 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 108700023224 Glucose-1-phosphate adenylyltransferases Proteins 0.000 description 1
- 108010001483 Glycogen Synthase Proteins 0.000 description 1
- 102000003886 Glycoproteins Human genes 0.000 description 1
- 108090000288 Glycoproteins Proteins 0.000 description 1
- 102000014150 Interferons Human genes 0.000 description 1
- 108010050904 Interferons Proteins 0.000 description 1
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 1
- 241000237852 Mollusca Species 0.000 description 1
- 241000237536 Mytilus edulis Species 0.000 description 1
- OVBPIULPVIDEAO-UHFFFAOYSA-N N-Pteroyl-L-glutaminsaeure Natural products C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)NC(CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-UHFFFAOYSA-N 0.000 description 1
- 102000004108 Neurotransmitter Receptors Human genes 0.000 description 1
- 108090000590 Neurotransmitter Receptors Proteins 0.000 description 1
- 101710163270 Nuclease Proteins 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 108091005804 Peptidases Proteins 0.000 description 1
- 108010073135 Phosphorylases Proteins 0.000 description 1
- 102000009097 Phosphorylases Human genes 0.000 description 1
- 102000029797 Prion Human genes 0.000 description 1
- 108091000054 Prion Proteins 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 239000004365 Protease Substances 0.000 description 1
- 108010029485 Protein Isoforms Proteins 0.000 description 1
- 102000001708 Protein Isoforms Human genes 0.000 description 1
- 238000001069 Raman spectroscopy Methods 0.000 description 1
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 description 1
- 241000698291 Rugosa Species 0.000 description 1
- 108010039811 Starch synthase Proteins 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- GKLVYJBZJHMRIY-OUBTZVSYSA-N Technetium-99 Chemical compound [99Tc] GKLVYJBZJHMRIY-OUBTZVSYSA-N 0.000 description 1
- 230000006750 UV protection Effects 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- 235000011899 Zea mays var rugosa Nutrition 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 150000001263 acyl chlorides Chemical class 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 230000002009 allergenic effect Effects 0.000 description 1
- 238000005937 allylation reaction Methods 0.000 description 1
- WQZGKKKJIJFFOK-DVKNGEFBSA-N alpha-D-glucose Chemical group OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-DVKNGEFBSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229940043376 ammonium acetate Drugs 0.000 description 1
- 235000019257 ammonium acetate Nutrition 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 235000019418 amylase Nutrition 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 210000004102 animal cell Anatomy 0.000 description 1
- 230000000692 anti-sense effect Effects 0.000 description 1
- 230000005290 antiferromagnetic effect Effects 0.000 description 1
- 239000012223 aqueous fraction Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 238000004630 atomic force microscopy Methods 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- MSWZFWKMSRAUBD-UHFFFAOYSA-N beta-D-galactosamine Natural products NC1C(O)OC(CO)C(O)C1O MSWZFWKMSRAUBD-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 description 1
- 230000027455 binding Effects 0.000 description 1
- 239000012472 biological sample Substances 0.000 description 1
- 230000033558 biomineral tissue development Effects 0.000 description 1
- BBWBEZAMXFGUGK-UHFFFAOYSA-N bis(dodecylsulfanyl)-methylarsane Chemical compound CCCCCCCCCCCCS[As](C)SCCCCCCCCCCCC BBWBEZAMXFGUGK-UHFFFAOYSA-N 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 210000004556 brain Anatomy 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 150000001728 carbonyl compounds Chemical class 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 239000013592 cell lysate Substances 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 230000019522 cellular metabolic process Effects 0.000 description 1
- 230000036755 cellular response Effects 0.000 description 1
- 230000004700 cellular uptake Effects 0.000 description 1
- 230000003727 cerebral blood flow Effects 0.000 description 1
- 239000005482 chemotactic factor Substances 0.000 description 1
- 230000015271 coagulation Effects 0.000 description 1
- 238000005345 coagulation Methods 0.000 description 1
- 230000021615 conjugation Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 239000004643 cyanate ester Substances 0.000 description 1
- 150000001913 cyanates Chemical class 0.000 description 1
- ATDGTVJJHBUTRL-UHFFFAOYSA-N cyanogen bromide Chemical compound BrC#N ATDGTVJJHBUTRL-UHFFFAOYSA-N 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 239000000412 dendrimer Substances 0.000 description 1
- 229920000736 dendritic polymer Polymers 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000002405 diagnostic procedure Methods 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 230000029087 digestion Effects 0.000 description 1
- UXGNZZKBCMGWAZ-UHFFFAOYSA-N dimethylformamide dmf Chemical compound CN(C)C=O.CN(C)C=O UXGNZZKBCMGWAZ-UHFFFAOYSA-N 0.000 description 1
- 238000009513 drug distribution Methods 0.000 description 1
- 238000002036 drum drying Methods 0.000 description 1
- 238000005401 electroluminescence Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000004146 energy storage Methods 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- 230000007515 enzymatic degradation Effects 0.000 description 1
- 230000007071 enzymatic hydrolysis Effects 0.000 description 1
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000011552 falling film Substances 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 230000005294 ferromagnetic effect Effects 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 238000002866 fluorescence resonance energy transfer Methods 0.000 description 1
- 229960000304 folic acid Drugs 0.000 description 1
- 235000019152 folic acid Nutrition 0.000 description 1
- 239000011724 folic acid Substances 0.000 description 1
- 239000005417 food ingredient Substances 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 229960002442 glucosamine Drugs 0.000 description 1
- 230000002641 glycemic effect Effects 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 108010062764 glycogenin Proteins 0.000 description 1
- 102000011054 glycogenin Human genes 0.000 description 1
- 230000002430 glycogenolytic effect Effects 0.000 description 1
- 108700014210 glycosyltransferase activity proteins Proteins 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 239000003102 growth factor Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 238000003505 heat denaturation Methods 0.000 description 1
- SYECJBOWSGTPLU-UHFFFAOYSA-N hexane-1,1-diamine Chemical compound CCCCCC(N)N SYECJBOWSGTPLU-UHFFFAOYSA-N 0.000 description 1
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- APFVFJFRJDLVQX-AHCXROLUSA-N indium-111 Chemical compound [111In] APFVFJFRJDLVQX-AHCXROLUSA-N 0.000 description 1
- 229940055742 indium-111 Drugs 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000011221 initial treatment Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229940047124 interferons Drugs 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 150000002540 isothiocyanates Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000012933 kinetic analysis Methods 0.000 description 1
- 238000002372 labelling Methods 0.000 description 1
- 229910052747 lanthanoid Inorganic materials 0.000 description 1
- 150000002602 lanthanoids Chemical class 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 230000005291 magnetic effect Effects 0.000 description 1
- 125000005439 maleimidyl group Chemical group C1(C=CC(N1*)=O)=O 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000002207 metabolite Substances 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 238000000386 microscopy Methods 0.000 description 1
- 238000000569 multi-angle light scattering Methods 0.000 description 1
- 235000020638 mussel Nutrition 0.000 description 1
- 230000035772 mutation Effects 0.000 description 1
- 239000002159 nanocrystal Substances 0.000 description 1
- 239000002086 nanomaterial Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- 239000002405 nuclear magnetic resonance imaging agent Substances 0.000 description 1
- 230000000269 nucleophilic effect Effects 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 244000045947 parasite Species 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 238000002600 positron emission tomography Methods 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 108091092562 ribozyme Proteins 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 238000001542 size-exclusion chromatography Methods 0.000 description 1
- 230000009870 specific binding Effects 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 238000009495 sugar coating Methods 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical class ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000012134 supernatant fraction Substances 0.000 description 1
- 230000008685 targeting Effects 0.000 description 1
- 229940056501 technetium 99m Drugs 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 239000003053 toxin Substances 0.000 description 1
- 231100000765 toxin Toxicity 0.000 description 1
- 108700012359 toxins Proteins 0.000 description 1
- 238000005199 ultracentrifugation Methods 0.000 description 1
- 229960005486 vaccine Drugs 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 229910000859 α-Fe Inorganic materials 0.000 description 1
- WHGYBXFWUBPSRW-FEYSZYNQSA-N β-dextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)C(O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FEYSZYNQSA-N 0.000 description 1
Images
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L19/00—Products from fruits or vegetables; Preparation or treatment thereof
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0241—Containing particulates characterized by their shape and/or structure
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/046—Aerosols; Foams
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0009—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L5/00—Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/10—General cosmetic use
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/005—Antimicrobial preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/002—Aftershave preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Birds (AREA)
- Dermatology (AREA)
- Food Science & Technology (AREA)
- Nutrition Science (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Dispersion Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Mycology (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- General Preparation And Processing Of Foods (AREA)
Description
本願は、2013年4月26日に出願の米国特許出願第61/816686号の優先権を主張するものであり、その内容は全て本願に援用される。
本発明は、フィトグリコーゲンナノ粒子及びフィトグリコーゲンナノ粒子の製造方法に関する。
グリコーゲン及びフィトグリコーゲンは、α−1→4−グリコシド結合により連結され、枝がα−1→6−グリコシド結合を介して結びつけられたグルコース残基の直鎖から成る。原料が異なる哺乳動物のグリコーゲンを化学的に分析すると、その平均鎖長が約13残基であることが示唆される[9]。図1に示されるように、グリコーゲン構造の一般に容認されているモデルは、通常2つの分岐点を有する内鎖及び分岐していない外鎖を有する。樹状ポリマー全体は、タンパク質グリコゲニン(G)の1つの分子に根差している。
グリコーゲン及びフィトグリコーゲンは極めて似た構造を有するが、これらの多糖の機能的な目的には最も重要な違いがある。動物及び細菌におけるグリコーゲンは、迅速な代謝回転のために最適化された短期的な「燃料」貯蔵所としての役割を果たすものである。
上述したように、グリコーゲン/フィトグリコーゲン単離の主要な工程は典型的には、(1)細粉化/摩砕/微粉砕等によるバイオマスの破壊、(2)水相へのグリコーゲンの抽出、(3)濾過及び/又は遠心分離による不溶性固形粒子(固形物)の分離、(4)微細分散した又は可溶化された脂質、タンパク質及び低分子量汚染物質の排除並びに(5)濃縮及び乾燥を含む。幾つかの作業を組み合わせることができる(例えば、微粉砕と抽出)。
(a)破壊した植物原料を温度約0〜約50℃、一実施形態においては約4〜約20℃の水に浸漬させ、
(b)工程(a)の産物を固液分離に供することで水性抽出物を得て、
(c)工程(b)の水性抽出物を、適切には多段階濾過プロセスにおいて、ただし約0.1μmの最大平均孔径を有する精密濾過材料に少なくとも通して濾過し、
(d)工程(c)の濾液を限外濾過に供することで約300kDa未満、一実施形態においては約400kDa未満、一実施形態においては約500kDa未満の分子量を有する不純物を除去して単分散フィトグリコーゲンナノ粒子を含む水性組成物を得る
ことを含む。
本発明の実施形態は、化学的に官能化された表面を有するナノ粒子及び分子並びに/又は多様な分子に共役させたナノ粒子を含む。化学的官能化は合成分野で公知である。例えば、March,Advanced Organic Chemistry,6th Ed.,Wiley,2007を参照のこと。官能化は粒子の表面又は粒子の表面と内部の両方で行い得るが、上述したような単一分岐ホモポリマーとしてのグリコーゲン分子の構造は保たれる。
特定の実施形態において、本明細書に記載のナノ粒子の改質に使用し得る化合物には、以下に限定するものではないが、生体分子、小分子、治療薬、ミクロ及びナノ粒子、医薬的に活性な成分、巨大分子、診断標識、キレート剤、分散剤、電荷調節剤、粘度調節剤、界面活性剤、凝固剤、凝集剤、またこれらの化合物の多様な組み合わせが含まれる。
一実施形態において、ナノ粒子組成物は、限外濾過工程後に得られるような水性抽出物の形態である。
本明細書で開示の単分散フィトグリコーゲンナノ粒子の組成物は幅広い食品、パーソナルケア、工業及び医療用途で使用し得る。例えば、組成物をレオロジー、保水及び表面特性を調節するための添加剤として使用し得る。用途の例には、炭水化物の皮膜形成低グリセミック指数ソース、テクスチャ向上剤、皮膚注入剤、ビタミン及び他の光感受性生理活性化合物用の安定剤、体質顔料、医療用潤滑剤及び賦形剤、薬剤送達物質が含まれる。本発明の組成物はサンケア製剤の紫外線防御効果を改善するために、また生理活性物質及び他の感光性化合物(例えば、日焼け止め、ビタミン、医薬品)の光安定性を強化するために使用し得る。様々な用途が“Polyfunctional Glycogen and Phytoglycogen Additives”(同一出願人により本願と同時出願されており、その内容は参照により全て援用される)と題された国際特許出願において詳述されている。
1kgの冷凍スイートコーン穀粒(含水率75%)を2Lの脱イオン水(20℃)と混合し、ブレンダ(3000rpm)で3分間にわたって細粉化した。ドロドロになったスイートコーン粉を12000xgで15分間にわたって4℃で遠心分離した。合わせた上清画分を孔径0.1μmのメンブランフィルタを使用したCFFに供した。濾液を、MWCOが500kDaのメンブランを使用した、室温、ダイアフィルトレーション容量6でのバッチダイアフィルトレーションによりさらに精製した(ダイアフィルトレーション容量とは、ダイアフィルトレーション中に作業過程で導入する総ミリQ水体積の濃縮水体積に対する比である)。
デントステージで収穫したNK199種の250gの乾燥トウモロコシ穀粒を0.5mm未満の粒径まで摩砕した。冷水抽出を20℃、中程度のかき混ぜで20分間にわたって行った。不溶性成分を8000xgでの遠心分離により沈澱させた。多段階精密濾過を上清に対して、濾過媒体孔径10.0、1.0及び0.1μmで行った。クロスフロー濾過(ダイアフィルトレーション)を300kDaのMWCOで室温、ダイアフィルトレーション容量6で行った。濃縮水を2.5体積の95%エタノールと混合し、8000xgで10分間にわたって4℃で遠心分離した。フィトグリコーゲンを含有するペレットを50℃の炉で24時間にわたって乾燥させ、次に45メッシュまで微粉砕した。乾燥させたグリコーゲンの質量は17.5gであった。
本発明の実施例2で調製したフィトグリコーゲンナノ粒子のDLSによるキャラクタリゼーションを行い、結果を表1に示す。全ての栽培変種植物が標準(su)タイプである。
デントステージで収穫したse及びshタイプのトウモロコシ穀粒を使用して本発明の実施例2で調製したフィトグリコーゲンナノ粒子のキャラクタリゼーションを行い、結果を表2に示す。
本発明の乾燥ナノ粒子組成物を、5〜30質量/質量%の様々な濃度で水に溶解させた。結果を図4に示す。得られた溶液は透明で、濃度25質量%まで大きな粘度を示さなかった。粘度は濃度が25質量/質量%を超えると大幅に上昇した。20質量/質量%を超えた濃度に関し、溶液は強いせん断減粘特性(shear thinning properties)を示した。
〔1〕フィトグリコーゲン含有植物原料から得られるフィトグリコーゲンナノ粒子を含む組成物であって、前記フィトグリコーゲンナノ粒子が、動的光散乱法(DLS)による測定で0.3未満の多分散指数を有することを特徴とする、組成物。
〔2〕前記フィトグリコーゲンナノ粒子が、DLSによる測定で0.2未満の多分散指数を有する、前記〔1〕に記載の組成物。
〔3〕前記フィトグリコーゲンナノ粒子が、DLSによる測定で0.1未満の多分散指数を有する、前記〔2〕に記載の組成物。
〔4〕前記フィトグリコーゲンナノ粒子が、約30〜約150nmの平均粒径を有する、前記〔1〕〜〔3〕のいずれか一項に記載の組成物。
〔5〕前記フィトグリコーゲンナノ粒子が、約60〜約110nmの平均粒径を有する、前記〔4〕に記載の組成物。
〔6〕前記組成物が、乾燥質量に基づき、80%を超える、約30〜約150nmの平均粒径を有するフィトグリコーゲンナノ粒子を含む、前記〔4〕に記載の組成物。
〔7〕前記組成物が、乾燥質量に基づき、90%を超える、約30〜150nmの平均粒径を有するフィトグリコーゲンナノ粒子を含む、前記〔6〕に記載の組成物。
〔8〕前記組成物が、乾燥質量に基づき、99%を超える、約30〜150nmの平均粒径を有するフィトグリコーゲンナノ粒子を含む、前記〔7〕に記載の組成物。
〔9〕前記組成物が、乾燥質量に基づき、80%を超える、約60〜110nmの平均粒径を有するフィトグリコーゲンナノ粒子を含む、前記〔5〕に記載の組成物。
〔10〕前記組成物が、乾燥質量に基づき、90%を超える、約60〜110nmの平均粒径を有するフィトグリコーゲンナノ粒子を含む、前記〔9〕に記載の組成物。
〔11〕前記組成物が、乾燥質量に基づき、99%を超える、約60〜110nmの平均粒径を有するフィトグリコーゲンナノ粒子を含む、前記〔10〕に記載の組成物。
〔12〕前記フィトグリコーゲン含有植物原料が、トウモロコシ、イネ、オオムギ、モロコシ又はこれらの組み合わせから得られる、前記〔1〕〜〔11〕のいずれか一項に記載の組成物。
〔13〕前記フィトグリコーゲン含有植物原料が、標準タイプ(su)又はシュガリーエクステンダ(se)タイプのスイートコーンである、前記〔12〕に記載の組成物。
〔14〕前記フィトグリコーゲン含有植物原料が、ミルクステージ又はデントステージのトウモロコシ穀粒から得られる、前記〔12〕又は〔13〕のいずれか一項に記載の組成物。
〔15〕前記組成物が、粉末である、前記〔1〕〜〔14〕のいずれか一項に記載の組成物。
〔16〕前記組成物が、前記フィトグリコーゲンナノ粒子の水性分散物である、前記〔1〕〜〔14〕のいずれか一項に記載の組成物。
〔17〕前記〔1〕〜〔16〕のいずれか一項に記載の組成物の、皮膜形成剤としての使用。
〔18〕前記〔1〕〜〔16〕のいずれか一項に記載の組成物の、薬剤送達剤としての使用。
〔19〕単分散フィトグリコーゲンナノ粒子の製造方法であって、
(a)破壊したフィトグリコーゲン含有植物原料を温度約0〜約50℃の水に浸漬させる工程、
(b)前記工程(a)の産物を固液分離に供して、水性抽出物を得る工程、
(c)前記工程(b)の水性抽出物を約0.05〜0.15μmの最大平均孔径を有する精密濾過材料に通す工程、及び、
(d)前記工程(c)の濾液を限外濾過に供して、約300kDa未満の分子量を有する不純物を除去し、単分散フィトグリコーゲンナノ粒子を含む水性組成物を得る工程
を含むことを特徴とする、方法。
〔20〕前記フィトグリコーゲン含有植物原料が、穀物である、前記〔19〕に記載の方法。
〔21〕前記穀物が、トウモロコシ、イネ、オオムギ、モロコシ又はこれらの混合物である、前記〔20〕に記載の方法。
〔22〕前記フィトグリコーゲン含有植物原料が、標準タイプ(su)又はシュガリーエクステンダ(se)タイプのスイートコーンである、前記〔21〕に記載の方法。
〔23〕前記フィトグリコーゲン含有植物原料が、標準タイプ(su)又はシュガリーエクステンダ(se)タイプのスイートコーンの、ミルクステージ又はデントステージの穀粒である、前記〔21〕又は〔22〕のいずれか一項に記載の方法。
〔24〕単分散フィトグリコーゲンナノ粒子を含む前記水性組成物を、アミロスクラーゼ、グリコシルトランスフェラーゼ、分枝酵素又はこれらの任意の組み合わせを用いた酵素処理に供する工程(e)を含む、前記〔19〕〜〔23〕のいずれか一項に記載の方法。
〔25〕前記工程(c)又は工程(d)に先立って、吸着濾過補助物を添加する工程をさらに含む、前記〔19〕〜〔24〕のいずれか一項に記載の方法。
〔26〕前記吸着濾過補助物が、珪藻土である、前記〔25〕に記載の方法。
〔27〕前記固液分離が、前記工程(a)の生成物を10〜30分間にわたってかき混ぜる工程を含む、前記〔19〕〜〔26〕のいずれか一項に記載の方法。
〔28〕前記工程(d)の限外濾過により、約500kDa未満の分子量を有する不純物を除去する、前記〔19〕〜〔27〕のいずれか一項に記載の方法。
〔29〕前記工程(c)が、前記工程(b)の水性抽出物を、約10〜約40μmの最大平均孔径を有する第1精密濾過材料に通す工程(c1)、約0.5〜約2.0μmの最大平均孔径を有する第2精密濾過材料に通す工程(c2)、及び、約0.05〜0.15μmの最大平均孔径を有する第3精密濾過材料に通す工程(c3)を含む、前記〔19〕〜〔28〕のいずれか一項に記載の方法。
〔30〕前記工程(b)の生成物を遠心分離する工程をさらに含む、前記〔19〕〜〔29〕のいずれか一項に記載の方法。
〔31〕単分散フィトグリコーゲンナノ粒子を含む前記水性組成物を乾燥させて、実質的に単分散のフィトグリコーゲンナノ粒子の乾燥組成物を得る工程(e1)をさらに含む、前記〔19〕〜〔30〕のいずれか一項に記載の方法。
〔32〕前記〔19〕〜〔31〕のいずれか一項に記載の方法にしたがって製造された、実質的に単分散のナノ粒子を含む組成物。
〔33〕前記〔19〕〜〔30〕のいずれか一項に記載の方法にしたがって製造された、前記〔16〕に記載の組成物。
〔34〕前記〔31〕に記載の方法にしたがって製造された、前記〔15〕に記載の組成物。
参考文献
1. Manners, Carbohydrate Polymers, 16 (1991) pp. 37-82.
2. Pfluger, 1894, Archiv. fuer Physiologie, pp 394-396.
3. Somogyi, 1934, J.Biol. Chem., 104:245-253.
4. Stetten et al., 1956. J.Biol. Chem. 222, 587-599.
5. Bell and Young, 1934, Biochem. J. 28:882-890.
6. Orell et al., 1964, J. Biol Chem., 239: 4021-4026.
7. Bueding and Orrell. J. Biol Chem. 1961, 236: 2854-7.
8. Huang and Yao, Carbohydrate Polymers, 2011, 83: 1165-1171.
9. Melendez-Hevia et al., (1993) Optimization of molecular design in the evolution of metabolism: the glycogen molecule, Biochem. J. 295: 477-483.
10. Melendez et al., (1997) How did glycogen structure evolve to satisfy the requirement for rapid mobilization of glucose? A problem of physical constraints in structure building. J. Mol. Evol. 45:446-455.
11. Melendez et al., (1998) Physical constraints in the synthesis of glycogen that influence its structural homogeneity: a two-dimensional approach. Biophys. J. 75: 106-114.
12. Melendez et al., (1999) The fractal structure of glycogen: a clever solution to optimize the cell metabolism. Biophys. J. 77:1327-1332.
13. DiNuzzo M. (2013) Kinetic analysis of glycogen turnover: relevance to human brain (13)C-NMR spectroscopy. Journal of cerebral blood flow and metabolism 33:1540-1548.
14. Thompson, D.B. (2000) Carbohydr. Res. 43: 223-239.
Claims (13)
- フィトグリコーゲン含有植物原料から得られるフィトグリコーゲンナノ粒子を含む組成物であって、前記フィトグリコーゲン含有植物原料が、標準タイプ(su)又はシュガリーエクステンダ(se)タイプのスイートコーンから得られ、前記フィトグリコーゲンナノ粒子が、63nm〜150nmの平均粒径を有し、かつ動的光散乱法(DLS)による測定で0.3未満の多分散指数を有することを特徴とする、組成物。
- 前記フィトグリコーゲンナノ粒子が、DLSによる測定で0.1未満の多分散指数を有する、請求項1に記載の組成物。
- 前記組成物が、乾燥質量に基づき、60〜110nmの平均粒径を有するフィトグリコーゲンナノ粒子を80%より多く含む、請求項1に記載の組成物。
- 前記フィトグリコーゲン含有植物原料が、ミルクステージ又はデントステージのトウモロコシ穀粒から得られる、請求項1に記載の組成物。
- 前記組成物が、粉末、又は、前記フィトグリコーゲンナノ粒子の水性分散物である、請求項1〜4のいずれか一項に記載の組成物。
- 請求項1〜5のいずれか一項に記載の組成物の、皮膜形成剤としての使用。
- 請求項1〜5のいずれか一項に記載の組成物の、薬剤送達剤としての使用。
- 単分散フィトグリコーゲンナノ粒子の製造方法であって、
(a)破壊したフィトグリコーゲン含有植物原料を温度0〜50℃の水に浸漬させる工程、
(b)前記工程(a)の産物を固液分離に供して、水性抽出物を得る工程、
(b1)任意で、前記工程(b)の生成物を遠心分離する工程、
(c)前記工程(b)の水性抽出物を0.05〜0.15μmの最大平均孔径を有する精密濾過材料に通す工程、及び、
(d)前記工程(c)の濾液を限外濾過に供して、500kDa未満の分子量を有する不純物を除去し、単分散フィトグリコーゲンナノ粒子を含む水性組成物を得る工程
を含み、
前記フィトグリコーゲン含有植物原料が、トウモロコシから得られ、
前記工程(b)が、前記工程(a)の産物を10〜30分間にわたってかき混ぜる工程を含み、
前記工程(c)が、前記工程(b)の水性抽出物を、(c1)10μm〜40μmの最大平均孔径を有する第1精密濾過材料に通す工程、(c2)0.5μm〜2.0μmの最大平均孔径を有する第2精密濾過材料に通す工程、及び、(c3)0.05〜0.15μmの最大平均孔径を有する第3精密濾過材料に通す工程を含むことを特徴とする、方法。 - 前記フィトグリコーゲン含有植物原料が、標準タイプ(su)又はシュガリーエクステンダ(se)タイプのスイートコーンである、請求項8に記載の方法。
- 単分散フィトグリコーゲンナノ粒子を含む前記水性組成物を、アミロスクラーゼ、グリコシルトランスフェラーゼ、分枝酵素又はこれらの任意の組み合わせを用いた酵素処理に供する工程(e)を含む、請求項8又は9に記載の方法。
- 前記工程(c)又は工程(d)に先立って、吸着濾過補助物、任意で珪藻土を添加する工程をさらに含む、請求項8〜10のいずれか一項に記載の方法。
- 単分散フィトグリコーゲンナノ粒子を含む前記水性組成物を乾燥させて、実質的に単分散のフィトグリコーゲンナノ粒子の乾燥組成物を得る工程(e1)をさらに含む、請求項8〜11のいずれか一項に記載の方法。
- 請求項8〜12のいずれか一項に記載の方法にしたがって製造された、実質的に単分散のナノ粒子を含む組成物。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201361816686P | 2013-04-26 | 2013-04-26 | |
US61/816,686 | 2013-04-26 | ||
PCT/CA2014/000380 WO2014172786A1 (en) | 2013-04-26 | 2014-04-25 | Phytoglycogen nanoparticles and methods of manufacture thereof |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2019026422A Division JP2019110910A (ja) | 2013-04-26 | 2019-02-18 | フィトグリコーゲンナノ粒子及びその製造方法 |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2016526053A JP2016526053A (ja) | 2016-09-01 |
JP2016526053A5 JP2016526053A5 (ja) | 2016-12-28 |
JP6541643B2 true JP6541643B2 (ja) | 2019-07-10 |
Family
ID=51790941
Family Applications (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2016509241A Active JP6541643B2 (ja) | 2013-04-26 | 2014-04-25 | フィトグリコーゲンナノ粒子及びその製造方法 |
JP2016509240A Active JP6666241B2 (ja) | 2013-04-26 | 2014-04-25 | 単分散グリコーゲン及びフィトグリコーゲンナノ粒子、並びに、化粧料、医薬品及び食品における添加剤としてのそれらの使用 |
JP2018150254A Pending JP2019001799A (ja) | 2013-04-26 | 2018-08-09 | 単分散グリコーゲン及びフィトグリコーゲンナノ粒子、並びに、化粧料、医薬品及び食品における添加剤としてのそれらの使用 |
JP2019026422A Abandoned JP2019110910A (ja) | 2013-04-26 | 2019-02-18 | フィトグリコーゲンナノ粒子及びその製造方法 |
Family Applications After (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2016509240A Active JP6666241B2 (ja) | 2013-04-26 | 2014-04-25 | 単分散グリコーゲン及びフィトグリコーゲンナノ粒子、並びに、化粧料、医薬品及び食品における添加剤としてのそれらの使用 |
JP2018150254A Pending JP2019001799A (ja) | 2013-04-26 | 2018-08-09 | 単分散グリコーゲン及びフィトグリコーゲンナノ粒子、並びに、化粧料、医薬品及び食品における添加剤としてのそれらの使用 |
JP2019026422A Abandoned JP2019110910A (ja) | 2013-04-26 | 2019-02-18 | フィトグリコーゲンナノ粒子及びその製造方法 |
Country Status (8)
Country | Link |
---|---|
US (2) | US10172946B2 (ja) |
EP (2) | EP2989156B1 (ja) |
JP (4) | JP6541643B2 (ja) |
KR (2) | KR102214865B1 (ja) |
CN (2) | CN105491994A (ja) |
BR (2) | BR112015027133A8 (ja) |
CA (2) | CA2910399C (ja) |
WO (2) | WO2014172785A1 (ja) |
Families Citing this family (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2009081287A2 (en) * | 2007-12-21 | 2009-07-02 | University Of Guelph | Polysaccharide nanoparticles |
CN105491994A (zh) * | 2013-04-26 | 2016-04-13 | 奇迹连结生物技术公司 | 单分散性糖原和植物糖原纳米颗粒及其作为化妆品、药品、和食品产品中的添加剂的用途 |
EP3216455A4 (en) * | 2014-11-07 | 2018-06-20 | Nichirei Biosciences Inc. | Alcohol metabolism promoter |
JP6674242B2 (ja) * | 2015-12-08 | 2020-04-01 | 花王株式会社 | 化粧料の肌への浸透感の評価方法 |
CA3011919A1 (en) * | 2016-02-08 | 2017-08-17 | Anton Korenevski | Moisturizing personal care compositions comprising monodisperse phytoglycogen nanoparticles and a further polysaccharide |
CA3020772A1 (en) * | 2016-04-14 | 2017-10-19 | Mirexus Biotechnologies Inc. | Anti-infective compositions comprising phytoglycogen nanoparticles |
AU2017260705A1 (en) * | 2016-05-04 | 2018-11-22 | Mirexus Biotechnologies Inc. | Glycogen and phytoglycogen nanoparticles as immunosuppressive compounds, and compositions and methods of use thereof |
US20210196838A1 (en) * | 2018-08-24 | 2021-07-01 | Mirexus Biotechnologies Inc. | Compounds and compositions for potentiation of tlr agonists |
WO2020124234A1 (en) * | 2018-12-18 | 2020-06-25 | Mirexus Biotechnologies Inc. | Water soluble mask |
US20220160885A1 (en) * | 2019-04-10 | 2022-05-26 | President And Fellows Of Harvard College | Nucleic acid nanostructures crosslinked with oligolysine |
US20220265525A1 (en) * | 2019-08-20 | 2022-08-25 | Jgc Catalysts And Chemicals Ltd. | Particles containing starch, method for producing same, and cosmetic preparation |
CN112618710B (zh) * | 2019-09-24 | 2023-09-29 | 华南理工大学 | 一种植物糖原猪口服接种疫苗纳米佐剂及其制备方法与应用 |
WO2022140850A1 (en) * | 2020-12-28 | 2022-07-07 | Mirexus Biotechnologies Inc. | Immune- stimulating compounds linked to glycogen-based polysaccharide nanoparticles for sensitizing cancer cells to a chemotherapeutic drug |
EP4395567A1 (en) * | 2021-09-03 | 2024-07-10 | CORN Products Development Inc. | Oil-in-water emulsions stabilize comprising sweet corn flour |
CN114958942B (zh) * | 2022-05-25 | 2024-06-11 | 广州恒雅生物化工有限公司 | 具有抗老舒缓修护功效的纳米植物糖原、制备方法及其应用 |
Family Cites Families (53)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2189854A (en) | 1937-12-14 | 1940-02-13 | Standard Oil Dev Co | Emulsion product |
US2708628A (en) | 1953-11-17 | 1955-05-17 | Hoffmann La Roche | Stabilized vitamin a compositions |
US4630393A (en) | 1984-09-21 | 1986-12-23 | Uf Genetics, Inc. | Production of hybrid "improved supersweet" sweet corn |
JPS62178505A (ja) | 1986-02-03 | 1987-08-05 | Maruzen Kasei Kk | 化粧料 |
US4803075A (en) | 1986-06-25 | 1989-02-07 | Collagen Corporation | Injectable implant composition having improved intrudability |
JPS63290809A (ja) | 1987-05-25 | 1988-11-28 | Noebia:Kk | 口唇用化粧料 |
US5093109A (en) | 1990-04-04 | 1992-03-03 | Chanel, Inc. | Cosmetic composition |
IT1255488B (it) | 1992-08-04 | 1995-11-06 | Angelini Francesco Ist Ricerca | Polisaccaridi del glicogeno |
US5256404A (en) | 1992-08-14 | 1993-10-26 | National Starch And Chemical Investment Holding Corporation | Granular starch as sunscreen agent in aqueous compositions |
US5552135A (en) | 1993-02-25 | 1996-09-03 | Estee Lauder, Inc. | Sunscreens containing plant extracts |
FR2742440B1 (fr) | 1995-12-14 | 1999-02-05 | Serobiologiques Lab Sa | Procede de production de glycogene ou d'un extrait riche en glycogene a partir de cellules de levure et composition cosmetique les contenant |
JP3108759B2 (ja) * | 1997-02-24 | 2000-11-13 | 農林水産省中国農業試験場長 | 植物性グリコーゲンおよびその製造法 |
JP4762383B2 (ja) * | 1998-03-12 | 2011-08-31 | キユーピー株式会社 | 線維芽細胞増殖剤 |
IT1298758B1 (it) | 1998-03-19 | 2000-02-02 | Angelini Ricerche Spa | Soluzione umettante e lubrificante per uso oftalmico |
JPH11349603A (ja) | 1998-06-12 | 1999-12-21 | Koichi Tateishi | グリコーゲンコロイド粒子凝集体 |
JP2000007707A (ja) | 1998-06-19 | 2000-01-11 | Koichi Tateishi | グリコーゲン組成物 |
DE19839216C1 (de) * | 1998-08-28 | 2000-01-20 | Aventis Res & Tech Gmbh & Co | Verfahren zur Herstellung von sphärischen Mikropartikeln, die ganz oder teilweise aus mindestens einem wasserunlöslichen Verzweigungen enthaltenden Polyglucan bestehen, sowie mit diesem Verfahren erhältliche Mikropartikel und die Verwendung |
JP2000095660A (ja) * | 1998-09-22 | 2000-04-04 | Q P Corp | 皮膚外用剤 |
SE9804328D0 (sv) | 1998-12-15 | 1998-12-15 | Christer Busch | Contrast agent for facilitating ocular identification and inspection of lymph nodes |
US6451362B1 (en) | 1999-01-29 | 2002-09-17 | The Regents Of The University Of California | Phytoglycogen coated food and process of preparing |
US6602994B1 (en) * | 1999-02-10 | 2003-08-05 | Hercules Incorporated | Derivatized microfibrillar polysaccharide |
JP2000247849A (ja) * | 1999-02-23 | 2000-09-12 | Q P Corp | 毛髪用化粧料 |
US6165450A (en) | 1999-05-03 | 2000-12-26 | Em Industries, Inc. | Sprayable sunscreen compositions |
FR2817476B1 (fr) * | 2000-12-05 | 2003-01-03 | Oreal | Composition de soin de maquillage contenant des fibres et un copolymere dispersant |
JP4822089B2 (ja) * | 2000-12-27 | 2011-11-24 | 千葉製粉株式会社 | O/w型乳化組成物 |
DE10106288A1 (de) * | 2001-02-02 | 2002-09-05 | Coty Bv | Revitalisierender Wirkkomplex für die Haut |
JP4098824B2 (ja) * | 2001-12-07 | 2008-06-11 | 備前化成株式会社 | グリコーゲンを物理化学的に製造する方法およびこの方法で得られるグリコーゲン |
US7108860B2 (en) | 2002-06-06 | 2006-09-19 | Playtex Products, Inc. | Sunscreen compositions |
DE10237442B4 (de) | 2002-08-16 | 2004-08-19 | Fresenius Kabi Deutschland Gmbh | Hochverzweigte, niedrig substituierte Stärkeprodukte |
CA2499961C (en) | 2002-09-26 | 2014-12-30 | Advanced Bio Prosthetic Surfaces, Ltd. | High strength vacuum deposited nitinol alloy films, medical thin film graft materials and method of making same |
EP1813678B1 (en) | 2004-09-30 | 2014-05-14 | Ezaki Glico Co., Ltd. | Method of producing glycogen |
JP4614276B2 (ja) | 2005-04-28 | 2011-01-19 | 株式会社渡辺オイスター研究所 | 減圧抽出によるカキ肉エキスの製造方法 |
WO2007011066A1 (ja) | 2005-07-22 | 2007-01-25 | Kaneka Corporation | 繊維芽細胞賦活剤、コラーゲン産生促進剤、コラーゲン収縮促進剤、ヒアルロン酸産生促進剤、atp産生促進剤、メラニン生成抑制剤、皮膚外用剤 |
KR101174385B1 (ko) | 2006-08-10 | 2012-08-16 | 하우스 웰니스 푸드 코퍼레이션 | 보습제 |
US20090035234A1 (en) | 2007-07-31 | 2009-02-05 | Kimberly-Clark Worldwide, Inc. | Continuous spray sunscreen compositions |
WO2009081287A2 (en) * | 2007-12-21 | 2009-07-02 | University Of Guelph | Polysaccharide nanoparticles |
KR101561571B1 (ko) * | 2007-12-28 | 2015-10-19 | 아지엔드 키미쉐 리유나이트 안젤리니 프란체스코 에이.씨.알.에이.에프. 에스.피.에이 | 글리코겐과 알긴산염의 회합을 기초로 한 서방형 제제 |
US20100273736A1 (en) * | 2008-02-01 | 2010-10-28 | Aziende Chim. Riun. Ang. Franc. A.C.R.A.F. S.P.A. | Cosmetic composition comprising glycogen for skin application with velvet effect |
US8889654B2 (en) | 2009-08-03 | 2014-11-18 | Aziende Chimiche Riunite Angelini Francesco A.C.R.A.F. S.P.A. | Food formulation comprising glycogen |
WO2011062999A2 (en) * | 2009-11-17 | 2011-05-26 | Purdue Research Foundation | Dendritic emulsifiers and methods for their use and preparation |
US20110269849A1 (en) | 2010-05-03 | 2011-11-03 | Yuan Yao | Emulsions and Methods for the Preparation Thereof, and Methods for Improving Oxidative Stability of Lipids |
US20110319473A1 (en) * | 2010-06-29 | 2011-12-29 | Surmodics, Inc. | Compositions and methods for enhancement of nucleic acid delivery |
JP2012062273A (ja) * | 2010-09-15 | 2012-03-29 | Ezaki Glico Co Ltd | グリコーゲンを含むヒアルロン酸およびエラスチン産生促進剤 |
JP2012153616A (ja) | 2011-01-24 | 2012-08-16 | Q P Corp | 透明性化粧料 |
WO2012101473A1 (en) | 2011-01-27 | 2012-08-02 | Abdula Kurkayev | Nanocomposite formulations and method of skin care treatment for rejuvanation and correction of skin defects |
US20140066363A1 (en) | 2011-02-07 | 2014-03-06 | Arun K. Bhunia | Carbohydrate nanoparticles for prolonged efficacy of antimicrobial peptide |
US10918124B2 (en) | 2011-08-02 | 2021-02-16 | Purdue Research Foundation | Extraction, purification, and processing of phytoglycogen |
WO2013056227A2 (en) * | 2011-10-14 | 2013-04-18 | Phytoption, Llc | Phytoglycogen-based compositions, materials and methods |
GEP201606581B (en) | 2012-03-15 | 2016-11-25 | Acraf | Glycogen-based cationic polymers |
US10117937B2 (en) | 2012-04-19 | 2018-11-06 | Purdue Research Foundation | Highly branched alpha-D-glucans |
AR095937A1 (es) | 2013-04-05 | 2015-11-25 | Acraf | Potenciador de la solubilidad en agua a base de glucógeno |
CN105491994A (zh) | 2013-04-26 | 2016-04-13 | 奇迹连结生物技术公司 | 单分散性糖原和植物糖原纳米颗粒及其作为化妆品、药品、和食品产品中的添加剂的用途 |
JP2016023155A (ja) | 2014-07-18 | 2016-02-08 | 江崎グリコ株式会社 | セラミド産生促進剤及び皮膚外用剤 |
-
2014
- 2014-04-25 CN CN201480036344.6A patent/CN105491994A/zh active Pending
- 2014-04-25 EP EP14788081.9A patent/EP2989156B1/en active Active
- 2014-04-25 CN CN201480036795.XA patent/CN105555856B/zh active Active
- 2014-04-25 US US14/787,226 patent/US10172946B2/en active Active
- 2014-04-25 BR BR112015027133A patent/BR112015027133A8/pt not_active Application Discontinuation
- 2014-04-25 EP EP14788141.1A patent/EP2988725A4/en not_active Withdrawn
- 2014-04-25 US US14/787,207 patent/US9737608B2/en active Active
- 2014-04-25 CA CA2910399A patent/CA2910399C/en active Active
- 2014-04-25 BR BR112015027134A patent/BR112015027134A8/pt not_active Application Discontinuation
- 2014-04-25 JP JP2016509241A patent/JP6541643B2/ja active Active
- 2014-04-25 WO PCT/CA2014/000379 patent/WO2014172785A1/en active Application Filing
- 2014-04-25 WO PCT/CA2014/000380 patent/WO2014172786A1/en active Application Filing
- 2014-04-25 KR KR1020157033672A patent/KR102214865B1/ko active IP Right Grant
- 2014-04-25 KR KR1020157033671A patent/KR20160008206A/ko active IP Right Grant
- 2014-04-25 CA CA2910393A patent/CA2910393A1/en not_active Abandoned
- 2014-04-25 JP JP2016509240A patent/JP6666241B2/ja active Active
-
2018
- 2018-08-09 JP JP2018150254A patent/JP2019001799A/ja active Pending
-
2019
- 2019-02-18 JP JP2019026422A patent/JP2019110910A/ja not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
BR112015027133A8 (pt) | 2019-12-24 |
US9737608B2 (en) | 2017-08-22 |
EP2989156A1 (en) | 2016-03-02 |
EP2988725A1 (en) | 2016-03-02 |
CA2910393A1 (en) | 2014-10-30 |
WO2014172786A1 (en) | 2014-10-30 |
WO2014172786A8 (en) | 2015-05-14 |
EP2989156C0 (en) | 2024-05-01 |
CN105491994A (zh) | 2016-04-13 |
CA2910399A1 (en) | 2014-10-30 |
JP2019001799A (ja) | 2019-01-10 |
CN105555856A (zh) | 2016-05-04 |
BR112015027134A8 (pt) | 2019-12-24 |
JP2016519192A (ja) | 2016-06-30 |
US20160114045A1 (en) | 2016-04-28 |
WO2014172785A1 (en) | 2014-10-30 |
JP6666241B2 (ja) | 2020-03-13 |
CA2910399C (en) | 2021-05-18 |
EP2989156A4 (en) | 2016-03-09 |
KR20160003121A (ko) | 2016-01-08 |
EP2988725A4 (en) | 2016-03-09 |
KR102214865B1 (ko) | 2021-02-15 |
BR112015027133A2 (pt) | 2017-07-25 |
US10172946B2 (en) | 2019-01-08 |
JP2019110910A (ja) | 2019-07-11 |
CN105555856B (zh) | 2019-06-25 |
KR20160008206A (ko) | 2016-01-21 |
US20160083484A1 (en) | 2016-03-24 |
BR112015027134A2 (pt) | 2017-07-25 |
JP2016526053A (ja) | 2016-09-01 |
EP2989156B1 (en) | 2024-05-01 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP6541643B2 (ja) | フィトグリコーゲンナノ粒子及びその製造方法 | |
US20180135079A1 (en) | Polysaccharide Nanoparticles | |
Sharma et al. | Guar gum and its composites as potential materials for diverse applications: A review | |
US20170369597A1 (en) | Phytoglycogen nanoparticles and methods of manufacture thereof using corn | |
Aelenei et al. | Tannic acid incorporation in chitosan-based microparticles and in vitro controlled release | |
DE69830326T2 (de) | Iminbildende polysaccharide, deren herstellung und verwendung als zusatzmittel und immunstimulierende mittel | |
Akakuru et al. | The chemistry of chitin and chitosan justifying their nanomedical utilities | |
Bhatia et al. | Formulation and optimization of quinoa starch nanoparticles: Quality by design approach for solubility enhancement of piroxicam | |
KR100882611B1 (ko) | 표적 리간드로서 폴릭산이 도입된 유전자 전달체용저분자량 수용성 키토산 나노입자 및 이의 제조방법 | |
Muthusamy et al. | Microbial pullulan for food, biomedicine, cosmetic, and water treatment: a review | |
Han et al. | Effect of extraction method on the chemical profiles and bioactivities of soybean hull polysaccharides | |
Adikwu et al. | Biopolymers in drug delivery: recent advances and challenges | |
Kumar et al. | Role of chitosan and chitosan-based nanomaterials in plant sciences | |
JP4700601B2 (ja) | 穀物β−グルカンの改良された抽出及び精製方法 | |
CN108464442A (zh) | 一种细胞营养的天然富硒食品的制备方法 | |
Mukherjee et al. | Guar gum-based nanomaterials in drug delivery and biomedical applications | |
Rani et al. | Plant based polysaccharide nanoparticles for anticancer applications | |
Pawar et al. | Arabinogalactan in clinical use | |
Shi et al. | Phytoglycogen-based Systems | |
Cheng et al. | Effect of degrees of substitution on physicochemical properties of 2-hydroxypropyl trimethyl ammonium chloride chitosan | |
CN118436547A (zh) | 11-o-罗汉果皂苷v-姜黄素纳米颗粒透皮类囊泡及其制备方法和应用 | |
CN116712386A (zh) | 接枝消化酶抑制剂的高吸收性水凝胶及其制备方法和应用 | |
CN117024627A (zh) | 一种酵母纳米β-葡聚糖干粉的制备方法及应用 | |
IMRAN et al. | Application and use of Inulin as a tool for therapeutic drug delivery |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20161110 |
|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20170424 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20171219 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20171225 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20180326 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20180525 |
|
A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20181018 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20190218 |
|
A911 | Transfer to examiner for re-examination before appeal (zenchi) |
Free format text: JAPANESE INTERMEDIATE CODE: A911 Effective date: 20190408 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20190513 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20190611 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 6541643 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
S111 | Request for change of ownership or part of ownership |
Free format text: JAPANESE INTERMEDIATE CODE: R313113 |
|
R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |