DE69525416T2 - Verfahren zur Herstellung eines Glukans mit cyclischer Struktur - Google Patents
Verfahren zur Herstellung eines Glukans mit cyclischer StrukturInfo
- Publication number
- DE69525416T2 DE69525416T2 DE69525416T DE69525416T DE69525416T2 DE 69525416 T2 DE69525416 T2 DE 69525416T2 DE 69525416 T DE69525416 T DE 69525416T DE 69525416 T DE69525416 T DE 69525416T DE 69525416 T2 DE69525416 T2 DE 69525416T2
- Authority
- DE
- Germany
- Prior art keywords
- glucan
- branched
- starch
- structural part
- glucoamylase
- 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.)
- Expired - Fee Related
Links
- 229920001503 Glucan Polymers 0.000 title claims description 234
- 125000004122 cyclic group Chemical group 0.000 title claims description 110
- 238000000034 method Methods 0.000 title claims description 73
- 230000008569 process Effects 0.000 title claims description 24
- 238000002360 preparation method Methods 0.000 title description 4
- 229920002472 Starch Polymers 0.000 claims description 112
- 235000019698 starch Nutrition 0.000 claims description 111
- 239000008107 starch Substances 0.000 claims description 111
- 238000006116 polymerization reaction Methods 0.000 claims description 66
- 102000004190 Enzymes Human genes 0.000 claims description 47
- 108090000790 Enzymes Proteins 0.000 claims description 47
- 108090000344 1,4-alpha-Glucan Branching Enzyme Proteins 0.000 claims description 44
- 238000006243 chemical reaction Methods 0.000 claims description 42
- 102000003925 1,4-alpha-Glucan Branching Enzyme Human genes 0.000 claims description 38
- 150000001720 carbohydrates Chemical class 0.000 claims description 20
- 235000014633 carbohydrates Nutrition 0.000 claims description 20
- 229920000945 Amylopectin Polymers 0.000 claims description 15
- 239000000758 substrate Substances 0.000 claims description 6
- 108010073178 Glucan 1,4-alpha-Glucosidase Proteins 0.000 description 90
- 102100022624 Glucoamylase Human genes 0.000 description 90
- 239000000243 solution Substances 0.000 description 61
- 229940088598 enzyme Drugs 0.000 description 42
- 108010025880 Cyclomaltodextrin glucanotransferase Proteins 0.000 description 36
- 239000000203 mixture Substances 0.000 description 36
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 30
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 30
- 239000000872 buffer Substances 0.000 description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 27
- 229920000858 Cyclodextrin Polymers 0.000 description 23
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 22
- 239000000463 material Substances 0.000 description 22
- 239000002244 precipitate Substances 0.000 description 19
- 229920002261 Corn starch Polymers 0.000 description 17
- 238000004519 manufacturing process Methods 0.000 description 16
- 239000008120 corn starch Substances 0.000 description 15
- 235000001727 glucose Nutrition 0.000 description 15
- 239000011780 sodium chloride Substances 0.000 description 15
- 235000000346 sugar Nutrition 0.000 description 15
- 239000012153 distilled water Substances 0.000 description 14
- 102000013142 Amylases Human genes 0.000 description 13
- 108010065511 Amylases Proteins 0.000 description 13
- 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 13
- 235000019418 amylase Nutrition 0.000 description 13
- 229940097362 cyclodextrins Drugs 0.000 description 13
- 102000004139 alpha-Amylases Human genes 0.000 description 12
- 108090000637 alpha-Amylases Proteins 0.000 description 12
- 229940024171 alpha-amylase Drugs 0.000 description 12
- 238000005119 centrifugation Methods 0.000 description 12
- 238000010586 diagram Methods 0.000 description 12
- 239000012634 fragment Substances 0.000 description 12
- 239000008103 glucose Substances 0.000 description 12
- 239000006228 supernatant Substances 0.000 description 12
- 229920000856 Amylose Polymers 0.000 description 10
- 108010028688 Isoamylase Proteins 0.000 description 10
- 238000010828 elution Methods 0.000 description 10
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 10
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 10
- 108010043797 4-alpha-glucanotransferase Proteins 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- 238000001641 gel filtration chromatography Methods 0.000 description 9
- 239000007858 starting material Substances 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 8
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 8
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 8
- 235000011130 ammonium sulphate Nutrition 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 230000002255 enzymatic effect Effects 0.000 description 8
- 235000013305 food Nutrition 0.000 description 8
- 239000013612 plasmid Substances 0.000 description 8
- 239000007974 sodium acetate buffer Substances 0.000 description 8
- 239000000725 suspension Substances 0.000 description 8
- QKNYBSVHEMOAJP-UHFFFAOYSA-N 2-amino-2-(hydroxymethyl)propane-1,3-diol;hydron;chloride Chemical compound Cl.OCC(N)(CO)CO QKNYBSVHEMOAJP-UHFFFAOYSA-N 0.000 description 7
- 239000004382 Amylase Substances 0.000 description 7
- FPBCRLIOSBQLHS-QVTSYAGHSA-N Isomaltosylmaltose 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](O)[C@@H](O)[C@@H](O[C@@H]2[C@H](O[C@H](O[C@@H]3[C@H](OC(O)[C@H](O)[C@H]3O)CO)[C@H](O)[C@H]2O)CO)O1 FPBCRLIOSBQLHS-QVTSYAGHSA-N 0.000 description 7
- 239000007795 chemical reaction product Substances 0.000 description 7
- 238000005259 measurement Methods 0.000 description 7
- 239000000523 sample Substances 0.000 description 7
- 229940025131 amylases Drugs 0.000 description 6
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 6
- 229920001353 Dextrin Polymers 0.000 description 5
- 239000004375 Dextrin Substances 0.000 description 5
- 241000588724 Escherichia coli Species 0.000 description 5
- 244000061456 Solanum tuberosum Species 0.000 description 5
- 235000002595 Solanum tuberosum Nutrition 0.000 description 5
- 238000002835 absorbance Methods 0.000 description 5
- HFHDHCJBZVLPGP-RWMJIURBSA-N alpha-cyclodextrin 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)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO HFHDHCJBZVLPGP-RWMJIURBSA-N 0.000 description 5
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin 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@H](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-FOUAGVGXSA-N 0.000 description 5
- 230000007423 decrease Effects 0.000 description 5
- 235000019425 dextrin Nutrition 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 108090000623 proteins and genes Proteins 0.000 description 5
- 238000012916 structural analysis Methods 0.000 description 5
- 239000012614 Q-Sepharose Substances 0.000 description 4
- 230000009471 action Effects 0.000 description 4
- 239000000853 adhesive Substances 0.000 description 4
- 230000001070 adhesive effect Effects 0.000 description 4
- 150000001413 amino acids Chemical class 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 235000013361 beverage Nutrition 0.000 description 4
- 230000015556 catabolic process Effects 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000006731 degradation reaction Methods 0.000 description 4
- 235000013373 food additive Nutrition 0.000 description 4
- 239000002778 food additive Substances 0.000 description 4
- 239000001963 growth medium Substances 0.000 description 4
- 238000002356 laser light scattering Methods 0.000 description 4
- 229910001629 magnesium chloride Inorganic materials 0.000 description 4
- 102000004169 proteins and genes Human genes 0.000 description 4
- 238000011160 research Methods 0.000 description 4
- 108091008146 restriction endonucleases Proteins 0.000 description 4
- 235000011496 sports drink Nutrition 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 241000701959 Escherichia virus Lambda Species 0.000 description 3
- 241000193385 Geobacillus stearothermophilus Species 0.000 description 3
- 102000004157 Hydrolases Human genes 0.000 description 3
- 108090000604 Hydrolases Proteins 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
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000003275 alpha amino acid group Chemical group 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 229920000704 biodegradable plastic Polymers 0.000 description 3
- 239000013611 chromosomal DNA Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000001514 detection method Methods 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 238000002523 gelfiltration Methods 0.000 description 3
- 150000002304 glucoses Chemical class 0.000 description 3
- 238000004128 high performance liquid chromatography Methods 0.000 description 3
- 229920001542 oligosaccharide Polymers 0.000 description 3
- 150000002482 oligosaccharides Chemical class 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- 150000008163 sugars Chemical class 0.000 description 3
- HNSDLXPSAYFUHK-UHFFFAOYSA-N 1,4-bis(2-ethylhexyl) sulfosuccinate Chemical compound CCCCC(CC)COC(=O)CC(S(O)(=O)=O)C(=O)OCC(CC)CCCC HNSDLXPSAYFUHK-UHFFFAOYSA-N 0.000 description 2
- 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 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 241000194110 Bacillus sp. (in: Bacteria) Species 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- 239000003155 DNA primer Substances 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 235000019759 Maize starch Nutrition 0.000 description 2
- 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 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 102000004160 Phosphoric Monoester Hydrolases Human genes 0.000 description 2
- 108090000608 Phosphoric Monoester Hydrolases Proteins 0.000 description 2
- 108010073135 Phosphorylases Proteins 0.000 description 2
- 102000009097 Phosphorylases Human genes 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
- PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical compound [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 description 2
- 239000012505 Superdex™ Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- FYGDTMLNYKFZSV-DZOUCCHMSA-N alpha-D-Glcp-(1->4)-alpha-D-Glcp-(1->4)-D-Glcp Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)O[C@H](O[C@@H]2[C@H](OC(O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-DZOUCCHMSA-N 0.000 description 2
- 230000033228 biological regulation Effects 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 235000009508 confectionery Nutrition 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000012228 culture supernatant Substances 0.000 description 2
- 230000029087 digestion Effects 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000007717 exclusion Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 2
- GDSRMADSINPKSL-HSEONFRVSA-N gamma-cyclodextrin 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)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO GDSRMADSINPKSL-HSEONFRVSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 230000003301 hydrolyzing effect Effects 0.000 description 2
- 230000003100 immobilizing effect Effects 0.000 description 2
- 238000011534 incubation Methods 0.000 description 2
- 238000001802 infusion Methods 0.000 description 2
- 238000013507 mapping Methods 0.000 description 2
- 230000010534 mechanism of action Effects 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 229920001592 potato starch Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 239000013615 primer Substances 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 238000011002 quantification Methods 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 235000015067 sauces Nutrition 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000001632 sodium acetate Substances 0.000 description 2
- 235000017281 sodium acetate Nutrition 0.000 description 2
- 239000006188 syrup Substances 0.000 description 2
- 235000020357 syrup Nutrition 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- WDMUXYQIMRDWRC-UHFFFAOYSA-N 2-hydroxy-3,4-dinitrobenzoic acid Chemical compound OC(=O)C1=CC=C([N+]([O-])=O)C([N+]([O-])=O)=C1O WDMUXYQIMRDWRC-UHFFFAOYSA-N 0.000 description 1
- MIDXCONKKJTLDX-UHFFFAOYSA-N 3,5-dimethylcyclopentane-1,2-dione Chemical compound CC1CC(C)C(=O)C1=O MIDXCONKKJTLDX-UHFFFAOYSA-N 0.000 description 1
- DBTMGCOVALSLOR-UHFFFAOYSA-N 32-alpha-galactosyl-3-alpha-galactosyl-galactose Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(OC2C(C(CO)OC(O)C2O)O)OC(CO)C1O DBTMGCOVALSLOR-UHFFFAOYSA-N 0.000 description 1
- FWMNVWWHGCHHJJ-SKKKGAJSSA-N 4-amino-1-[(2r)-6-amino-2-[[(2r)-2-[[(2r)-2-[[(2r)-2-amino-3-phenylpropanoyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]hexanoyl]piperidine-4-carboxylic acid Chemical compound C([C@H](C(=O)N[C@H](CC(C)C)C(=O)N[C@H](CCCCN)C(=O)N1CCC(N)(CC1)C(O)=O)NC(=O)[C@H](N)CC=1C=CC=CC=1)C1=CC=CC=C1 FWMNVWWHGCHHJJ-SKKKGAJSSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 229920001685 Amylomaize Polymers 0.000 description 1
- 101001039036 Arabidopsis thaliana 1,4-alpha-glucan-branching enzyme 2-2, chloroplastic/amyloplastic Proteins 0.000 description 1
- 101100406366 Caenorhabditis elegans pad-2 gene Proteins 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 description 1
- RXVWSYJTUUKTEA-UHFFFAOYSA-N D-maltotriose Natural products OC1C(O)C(OC(C(O)CO)C(O)C(O)C=O)OC(CO)C1OC1C(O)C(O)C(O)C(CO)O1 RXVWSYJTUUKTEA-UHFFFAOYSA-N 0.000 description 1
- 102000012410 DNA Ligases Human genes 0.000 description 1
- 108010061982 DNA Ligases Proteins 0.000 description 1
- 108020001019 DNA Primers Proteins 0.000 description 1
- 102000016928 DNA-directed DNA polymerase Human genes 0.000 description 1
- 108010014303 DNA-directed DNA polymerase Proteins 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 239000004366 Glucose oxidase Substances 0.000 description 1
- 108010015776 Glucose oxidase Proteins 0.000 description 1
- 229920002527 Glycogen Polymers 0.000 description 1
- 244000017020 Ipomoea batatas Species 0.000 description 1
- 235000002678 Ipomoea batatas Nutrition 0.000 description 1
- 240000003183 Manihot esculenta Species 0.000 description 1
- 235000016735 Manihot esculenta subsp esculenta Nutrition 0.000 description 1
- 244000151018 Maranta arundinacea Species 0.000 description 1
- 235000010804 Maranta arundinacea Nutrition 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 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
- 235000012419 Thalia geniculata Nutrition 0.000 description 1
- 229930003451 Vitamin B1 Natural products 0.000 description 1
- 229930003268 Vitamin C Natural products 0.000 description 1
- 235000010724 Wisteria floribunda Nutrition 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- AMUSYIUKEYMNEE-UHFFFAOYSA-N [P].ClO Chemical compound [P].ClO AMUSYIUKEYMNEE-UHFFFAOYSA-N 0.000 description 1
- 230000021736 acetylation Effects 0.000 description 1
- 238000006640 acetylation reaction Methods 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 238000000246 agarose gel electrophoresis Methods 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 239000013040 bath agent Substances 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
- 235000015895 biscuits Nutrition 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229940041514 candida albicans extract Drugs 0.000 description 1
- 235000013736 caramel Nutrition 0.000 description 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
- 238000012511 carbohydrate analysis Methods 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 229940112822 chewing gum Drugs 0.000 description 1
- 235000015218 chewing gum Nutrition 0.000 description 1
- 235000019219 chocolate Nutrition 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000007979 citrate buffer Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000010367 cloning Methods 0.000 description 1
- 235000021270 cold food Nutrition 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000011437 continuous method Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 229940099112 cornstarch Drugs 0.000 description 1
- 235000012495 crackers Nutrition 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000012531 culture fluid Substances 0.000 description 1
- 235000019503 curry powder Nutrition 0.000 description 1
- -1 cyclic sugars Chemical class 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000000432 density-gradient centrifugation Methods 0.000 description 1
- 235000019621 digestibility Nutrition 0.000 description 1
- 230000001079 digestive effect Effects 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- 229910000397 disodium phosphate Inorganic materials 0.000 description 1
- 235000019800 disodium phosphate Nutrition 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 238000006911 enzymatic reaction Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 235000011194 food seasoning agent Nutrition 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 235000013611 frozen food Nutrition 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 229940116332 glucose oxidase Drugs 0.000 description 1
- 235000019420 glucose oxidase Nutrition 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 229940096919 glycogen Drugs 0.000 description 1
- 230000013595 glycosylation Effects 0.000 description 1
- 238000006206 glycosylation reaction Methods 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 238000009396 hybridization Methods 0.000 description 1
- 239000000413 hydrolysate Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 235000015243 ice cream Nutrition 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 235000015110 jellies Nutrition 0.000 description 1
- 239000008274 jelly Substances 0.000 description 1
- 238000002372 labelling Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000009630 liquid culture Methods 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- FYGDTMLNYKFZSV-UHFFFAOYSA-N mannotriose Natural products OC1C(O)C(O)C(CO)OC1OC1C(CO)OC(OC2C(OC(O)C(O)C2O)CO)C(O)C1O FYGDTMLNYKFZSV-UHFFFAOYSA-N 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 238000005374 membrane filtration Methods 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 235000012149 noodles Nutrition 0.000 description 1
- 108020004707 nucleic acids Proteins 0.000 description 1
- 102000039446 nucleic acids Human genes 0.000 description 1
- 150000007523 nucleic acids Chemical class 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- 230000026731 phosphorylation Effects 0.000 description 1
- 238000006366 phosphorylation reaction Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229940100486 rice starch Drugs 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- 239000012064 sodium phosphate buffer Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 235000014347 soups Nutrition 0.000 description 1
- 235000013555 soy sauce Nutrition 0.000 description 1
- 235000013547 stew Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 238000005987 sulfurization reaction Methods 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 229960003495 thiamine Drugs 0.000 description 1
- DPJRMOMPQZCRJU-UHFFFAOYSA-M thiamine hydrochloride Chemical compound Cl.[Cl-].CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N DPJRMOMPQZCRJU-UHFFFAOYSA-M 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 238000005918 transglycosylation reaction Methods 0.000 description 1
- 238000002525 ultrasonication Methods 0.000 description 1
- 108700026220 vif Genes Proteins 0.000 description 1
- 235000010374 vitamin B1 Nutrition 0.000 description 1
- 239000011691 vitamin B1 Substances 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 229940100445 wheat starch Drugs 0.000 description 1
- 239000012138 yeast extract Substances 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 1
- FYGDTMLNYKFZSV-BYLHFPJWSA-N β-1,4-galactotrioside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@H](CO)O[C@@H](O[C@@H]2[C@@H](O[C@@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-BYLHFPJWSA-N 0.000 description 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/18—Preparation of compounds containing saccharide radicals produced by the action of a glycosyl transferase, e.g. alpha-, beta- or gamma-cyclodextrins
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Public Health (AREA)
- Genetics & Genomics (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- General Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Molecular Biology (AREA)
- Materials Engineering (AREA)
- Polymers & Plastics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
- Enzymes And Modification Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Adhesives Or Adhesive Processes (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21855494 | 1994-09-13 | ||
| JP07195647A JP3107358B2 (ja) | 1994-09-13 | 1995-07-31 | 環状構造を有するグルカンおよびその製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69525416D1 DE69525416D1 (de) | 2002-03-21 |
| DE69525416T2 true DE69525416T2 (de) | 2002-10-02 |
Family
ID=26509272
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69525416T Expired - Fee Related DE69525416T2 (de) | 1994-09-13 | 1995-09-13 | Verfahren zur Herstellung eines Glukans mit cyclischer Struktur |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0710674B1 (enExample) |
| JP (1) | JP3107358B2 (enExample) |
| DE (1) | DE69525416T2 (enExample) |
| DK (1) | DK0710674T3 (enExample) |
Families Citing this family (49)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3150266B2 (ja) | 1994-04-01 | 2001-03-26 | 江崎グリコ株式会社 | 環状構造を有するグルカンおよびその製造方法 |
| JP2000083621A (ja) * | 1998-09-16 | 2000-03-28 | Ezaki Glico Co Ltd | 飲食物 |
| JP2000236825A (ja) * | 1999-02-24 | 2000-09-05 | Ezaki Glico Co Ltd | 米飯類の製造法 |
| BR0009393A (pt) | 1999-03-29 | 2002-01-08 | Novozymes As | Polipeptìdeo, sequência de ácido nucleico isolada, construção de ácido nucleico, vetor de expressão recombinante, célula hospedeira recombinante, método para a produção do polipeptìdeo, uso de um polipeptìdeo, e, composição detergente |
| FR2792941B1 (fr) * | 1999-04-30 | 2001-07-27 | Roquette Freres | Polymeres solubles de glucose branches et leur procede d'obtention |
| JP4149101B2 (ja) * | 1999-10-14 | 2008-09-10 | 江崎グリコ株式会社 | 錠菓 |
| FR2832728B1 (fr) * | 2001-11-29 | 2004-01-30 | Roquette Freres | Procede continu de modification de l'amidon et de ses derives par enzymes de branchement |
| CN101323847B (zh) * | 2003-08-28 | 2012-05-23 | 株式会社林原生物化学研究所 | 环状麦芽糖基麦芽糖以及环状麦芽糖基麦芽糖合成酶和它们的制造方法及其用途 |
| JP5005880B2 (ja) * | 2004-03-26 | 2012-08-22 | 昭和産業株式会社 | 糖質及び糖組成物とこれらを配合した食品 |
| JP2006056789A (ja) * | 2004-08-17 | 2006-03-02 | Oyo Seikagaku Kenkyusho | カプセル皮膜組成物 |
| JP4520246B2 (ja) * | 2004-08-26 | 2010-08-04 | 三栄源エフ・エフ・アイ株式会社 | グルコマンナン及び／又はガラクトマンナンの溶解方法 |
| JP4893980B2 (ja) * | 2005-04-08 | 2012-03-07 | 株式会社林原生物化学研究所 | 分岐澱粉とその製造方法並びに用途 |
| JP4482505B2 (ja) * | 2005-09-20 | 2010-06-16 | 昭和産業株式会社 | パン品質改良方法、冷凍パン生地の製造方法、並びに糖質とその使用 |
| JP2007119674A (ja) * | 2005-10-31 | 2007-05-17 | Daicel Chem Ind Ltd | 水溶性助剤及びその用途 |
| JP5349050B2 (ja) * | 2006-10-06 | 2013-11-20 | 株式会社林原 | 分岐澱粉の誘導体及びその製造方法並びに分岐澱粉の誘導体を含有する成形物 |
| JPWO2008044586A1 (ja) * | 2006-10-06 | 2010-02-12 | 株式会社林原生物化学研究所 | 分岐澱粉を含有する成形物 |
| EP1943908A1 (en) * | 2006-12-29 | 2008-07-16 | Nederlandse Organisatie voor toegepast-natuurwetenschappelijk Onderzoek TNO | Novel slowly digestible storage carbohydrate |
| CN101932719B (zh) * | 2007-04-26 | 2014-04-02 | 株式会社林原 | 支链α-葡聚糖及生成其的α-葡糖基转移酶和它们的制造方法以及用途 |
| UA97559C2 (uk) * | 2007-11-08 | 2012-02-27 | Оцука Фармасьютікал Ко., Лтд. | Комплекс нуклеїнової кислоти і композиція для доставки нуклеїнової кислоти |
| JP2009124994A (ja) * | 2007-11-22 | 2009-06-11 | Akita Prefectural Univ | 分岐糖類の製造方法および飲食品 |
| JP5249603B2 (ja) * | 2008-02-27 | 2013-07-31 | 株式会社バスクリン | 入浴剤組成物 |
| JP2011516055A (ja) * | 2008-04-02 | 2011-05-26 | ディーエスエム アイピー アセッツ ビー．ブイ． | ガム菓子類 |
| EP2223942B1 (en) | 2009-02-26 | 2014-11-12 | Universität Leipzig | Process for the preparation of cyclodextrins composed of 9 to 21 glucose units |
| JP5507107B2 (ja) * | 2009-03-26 | 2014-05-28 | 昭和産業株式会社 | 澱粉分解物、該澱粉分解物を含有する食品添加剤、飲食物、薬剤、及び澱粉分解物製造方法 |
| US8575131B2 (en) | 2009-05-08 | 2013-11-05 | National University Corporation Kagoshima University | Glucuronic acid-containing glucan, process for production of same, and use of same |
| JP2010115209A (ja) * | 2010-02-23 | 2010-05-27 | Sanei Gen Ffi Inc | グルコマンナン及び／又はガラクトマンナンの溶解方法 |
| EP2636748A4 (en) | 2010-11-05 | 2014-04-02 | Ezaki Glico Co | SUGAR-CONTAINING AMINOGLUCAN, METHOD FOR THE PRODUCTION THEREOF AND USE THEREOF |
| EP2636749B1 (en) | 2010-11-05 | 2016-08-03 | Ezaki Glico Co., Ltd. | Non-reducing end-modified glucan, method for producing same, and use thereof |
| JP5862850B2 (ja) * | 2010-11-08 | 2016-02-16 | 松谷化学工業株式会社 | つゆ、たれ類 |
| JP5726499B2 (ja) * | 2010-12-07 | 2015-06-03 | 江崎グリコ株式会社 | 環状構造を有する分岐状グルカンの製造方法 |
| US9562247B2 (en) | 2010-12-07 | 2017-02-07 | Ezaki Glico Co., Ltd. | Method for industrially producing cyclic-structure-containing branched glucan |
| US20140313573A1 (en) | 2011-06-23 | 2014-10-23 | Konica Minolta , Inc. | Optical reflection film and method for producing same |
| JP5897916B2 (ja) * | 2012-01-31 | 2016-04-06 | アサヒフードアンドヘルスケア株式会社 | ビタミン含有錠剤及びその製造方法 |
| JP5863113B2 (ja) * | 2012-09-21 | 2016-02-16 | ライオン株式会社 | 繊維製品用処理剤組成物 |
| JP6159988B2 (ja) * | 2012-05-25 | 2017-07-12 | ライオン株式会社 | 繊維製品用処理剤組成物 |
| JP5863114B2 (ja) * | 2012-10-15 | 2016-02-16 | ライオン株式会社 | 繊維製品用液体処理剤組成物 |
| KR101945801B1 (ko) | 2012-05-25 | 2019-02-08 | 라이온 가부시키가이샤 | 섬유 제품용 처리제 조성물 |
| JP5795562B2 (ja) * | 2012-08-03 | 2015-10-14 | 森永乳業株式会社 | 食欲抑制剤 |
| JP5662986B2 (ja) * | 2012-10-30 | 2015-02-04 | 株式会社ファンケル | 粉末皮膚洗浄料 |
| EP2949222A4 (en) * | 2013-01-24 | 2016-10-05 | Ajinomoto Kk | METHOD FOR PRODUCING A STARCHIC FOOD AND ENZYME PREPARATION FOR MODIFYING A STARCHIC FOODSTUFF |
| JP6171202B2 (ja) * | 2013-11-25 | 2017-08-02 | ライオン株式会社 | 繊維製品の処理方法 |
| JP6093740B2 (ja) * | 2014-10-20 | 2017-03-08 | 株式会社ファンケル | 粉末皮膚洗浄料 |
| WO2016121885A1 (ja) * | 2015-01-30 | 2016-08-04 | 株式会社林原 | 澱粉質の老化抑制方法 |
| CN110099928B (zh) * | 2016-12-27 | 2022-02-25 | 江崎格力高株式会社 | 消化速度缓慢的高分子葡聚糖 |
| EP3596223B1 (en) * | 2017-03-15 | 2023-06-07 | Société des Produits Nestlé S.A. | Branched alpha glucans |
| WO2019153178A1 (zh) * | 2018-02-08 | 2019-08-15 | 江南大学 | 一种葡糖基壳核结构的载体材料及其制备与应用 |
| KR102682845B1 (ko) | 2021-02-05 | 2024-07-08 | 대상 주식회사 | 백탁이 개선된 분지 덱스트린의 제조방법 |
| KR102788695B1 (ko) * | 2021-12-22 | 2025-04-01 | 대상 주식회사 | 분지 덱스트린을 포함하는 지방 함량 감소 빵 조성물 |
| KR102822456B1 (ko) * | 2022-08-04 | 2025-06-20 | 대상 주식회사 | 낮은 흡습성을 가지는 분말 형태의 복합조미료 조성물 및 이의 제조방법 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5686132A (en) * | 1994-04-01 | 1997-11-11 | Ezaki Glico Co., Ltd. | Glucans having a cycle structure, and processes for preparing the same |
-
1995
- 1995-07-31 JP JP07195647A patent/JP3107358B2/ja not_active Expired - Lifetime
- 1995-09-13 DK DK95250222T patent/DK0710674T3/da active
- 1995-09-13 DE DE69525416T patent/DE69525416T2/de not_active Expired - Fee Related
- 1995-09-13 EP EP95250222A patent/EP0710674B1/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| DE69525416D1 (de) | 2002-03-21 |
| EP0710674A3 (enExample) | 1996-06-05 |
| EP0710674A2 (en) | 1996-05-08 |
| EP0710674B1 (en) | 2002-02-13 |
| JPH08134104A (ja) | 1996-05-28 |
| DK0710674T3 (da) | 2002-05-27 |
| JP3107358B2 (ja) | 2000-11-06 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69525416T2 (de) | Verfahren zur Herstellung eines Glukans mit cyclischer Struktur | |
| Remaud-Slmeon et al. | Production and use of glucosyltransferases from Leuconostoc mesenteroides NRRL B-1299 for the synthesis of oligosaccharides containing α-(1→ 2) linkages | |
| EP1873254B1 (en) | Branched starch, process for production thereof, and use thereof | |
| JP3957684B2 (ja) | グルカンの製造法およびその調製法 | |
| US6248566B1 (en) | Glucan having cyclic structure and method for producing the same | |
| JP5828589B2 (ja) | 環状構造保有分岐状グルカンの工業的製造方法 | |
| CN103298947A (zh) | 含氨基糖的葡聚糖，其制备方法及其用途 | |
| JP3150266B2 (ja) | 環状構造を有するグルカンおよびその製造方法 | |
| DE69932530T2 (de) | Verfahren zur überführung von sucrose in glukose | |
| Barker et al. | Enzymic synthesis of polysaccharides | |
| EP1141370B1 (de) | Alpha-1,4-glucanketten enthaltende polysaccharide sowie verfahren zu ihrer herstellung | |
| DE69521450T2 (de) | Glukane mit cyclischer Struktur und Verfahren zu deren Herstellung | |
| EP3564269B1 (en) | Polymer glucan having low digestion rate | |
| Evers et al. | Synthesis of 2‐deoxy‐maltooligosaccharides with phosphorylase and their degradation with amylases | |
| Kennedy et al. | Oligosaccharide component composition and storage properties of commercial low DE maltodextrins and their further modification by enzymatic treatment | |
| US5827697A (en) | Process for preparing glucans having a cyclic structure | |
| JP5726499B2 (ja) | 環状構造を有する分岐状グルカンの製造方法 | |
| JP2571199B2 (ja) | 溶解性の高いサイクロデキストリンの製造方法 | |
| JPS6027395A (ja) | フラクトオリゴ糖の製造方法 | |
| Suzuki | Recent advances of starch science and starch technology in Japan | |
| Sreenath et al. | Effect of Pullulanase and α‐Amylase on Hydrolysis of Waxy Corn Starch | |
| US20210403967A1 (en) | Dietary fiber production using a glycosyl-transferase | |
| JP4011102B2 (ja) | グルカンの製造法およびその調製法 | |
| Nikupaavola et al. | Bibliography on carbohydrate polymers | |
| JPH0329374B2 (enExample) |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |