TW293822B - - Google Patents
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- Publication number
- TW293822B TW293822B TW081110098A TW81110098A TW293822B TW 293822 B TW293822 B TW 293822B TW 081110098 A TW081110098 A TW 081110098A TW 81110098 A TW81110098 A TW 81110098A TW 293822 B TW293822 B TW 293822B
- Authority
- TW
- Taiwan
- Prior art keywords
- ascorbic acid
- glucosyl
- patent application
- item
- acid
- Prior art date
Links
- 229960005070 ascorbic acid Drugs 0.000 claims description 159
- 239000002211 L-ascorbic acid Substances 0.000 claims description 148
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 132
- 235000000069 L-ascorbic acid Nutrition 0.000 claims description 52
- 239000000243 solution Substances 0.000 claims description 32
- 238000000909 electrodialysis Methods 0.000 claims description 31
- 239000002253 acid Substances 0.000 claims description 30
- 239000012528 membrane Substances 0.000 claims description 28
- 235000000346 sugar Nutrition 0.000 claims description 28
- 238000000034 method Methods 0.000 claims description 25
- 239000003011 anion exchange membrane Substances 0.000 claims description 22
- 239000007864 aqueous solution Substances 0.000 claims description 21
- -1 alkali metal salts Chemical class 0.000 claims description 12
- 235000014633 carbohydrates Nutrition 0.000 claims description 10
- 239000011668 ascorbic acid Substances 0.000 claims description 9
- 238000005341 cation exchange Methods 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 9
- 235000010323 ascorbic acid Nutrition 0.000 claims description 8
- 150000001720 carbohydrates Chemical class 0.000 claims description 7
- 238000011049 filling Methods 0.000 claims description 7
- WQZGKKKJIJFFOK-DVKNGEFBSA-N alpha-D-glucose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-DVKNGEFBSA-N 0.000 claims description 5
- 125000003535 D-glucopyranosyl group Chemical group [H]OC([H])([H])[C@@]1([H])OC([H])(*)[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H] 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
- 150000003242 quaternary ammonium salts Chemical group 0.000 claims 2
- PCTMTFRHKVHKIS-BMFZQQSSSA-N (1s,3r,4e,6e,8e,10e,12e,14e,16e,18s,19r,20r,21s,25r,27r,30r,31r,33s,35r,37s,38r)-3-[(2r,3s,4s,5s,6r)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-19,25,27,30,31,33,35,37-octahydroxy-18,20,21-trimethyl-23-oxo-22,39-dioxabicyclo[33.3.1]nonatriaconta-4,6,8,10 Chemical compound C1C=C2C[C@@H](OS(O)(=O)=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2.O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 PCTMTFRHKVHKIS-BMFZQQSSSA-N 0.000 claims 1
- 238000011084 recovery Methods 0.000 claims 1
- 239000002994 raw material Substances 0.000 description 43
- 239000000047 product Substances 0.000 description 42
- 238000000926 separation method Methods 0.000 description 33
- 150000008163 sugars Chemical class 0.000 description 14
- 239000003795 chemical substances by application Substances 0.000 description 13
- 230000000149 penetrating effect Effects 0.000 description 12
- 238000002360 preparation method Methods 0.000 description 12
- 239000011541 reaction mixture Substances 0.000 description 12
- 235000013305 food Nutrition 0.000 description 10
- 239000008280 blood Substances 0.000 description 9
- 210000004369 blood Anatomy 0.000 description 9
- 239000003014 ion exchange membrane Substances 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 8
- 239000003957 anion exchange resin Substances 0.000 description 8
- 239000002537 cosmetic Substances 0.000 description 8
- 238000010612 desalination reaction Methods 0.000 description 8
- 108090000790 Enzymes Proteins 0.000 description 7
- 102000004190 Enzymes Human genes 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
- 239000003814 drug Substances 0.000 description 7
- 229940088598 enzyme Drugs 0.000 description 7
- 238000002474 experimental method Methods 0.000 description 7
- 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 6
- 229920003934 Aciplex® Polymers 0.000 description 5
- 150000001450 anions Chemical class 0.000 description 5
- 239000003729 cation exchange resin Substances 0.000 description 5
- 239000002019 doping agent Substances 0.000 description 5
- 230000035515 penetration Effects 0.000 description 5
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 4
- 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 4
- 239000004380 Cholic acid Substances 0.000 description 4
- 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 4
- 239000006096 absorbing agent Substances 0.000 description 4
- 229960002471 cholic acid Drugs 0.000 description 4
- 238000004440 column chromatography Methods 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 238000003795 desorption Methods 0.000 description 4
- 238000006911 enzymatic reaction Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 150000003839 salts Chemical group 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 description 3
- 108010073178 Glucan 1,4-alpha-Glucosidase Proteins 0.000 description 3
- 102100022624 Glucoamylase Human genes 0.000 description 3
- 230000010757 Reduction Activity Effects 0.000 description 3
- 229930003268 Vitamin C Natural products 0.000 description 3
- 239000012190 activator Substances 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 238000005115 demineralization Methods 0.000 description 3
- 230000002328 demineralizing effect Effects 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 239000000174 gluconic acid Substances 0.000 description 3
- 239000008103 glucose Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 230000001766 physiological effect Effects 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000001179 sorption measurement Methods 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- 235000019154 vitamin C Nutrition 0.000 description 3
- 239000011718 vitamin C Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 206010062717 Increased upper airway secretion Diseases 0.000 description 2
- MLSJBGYKDYSOAE-DCWMUDTNSA-N L-Ascorbic acid-2-glucoside Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)=C1O MLSJBGYKDYSOAE-DCWMUDTNSA-N 0.000 description 2
- CKMNPXWFAZLBNK-QOFYEYOWSA-N OC[C@H]1O[C@@H]2O[C@@H]3[C@@H](CO)O[C@H](O[C@@H]4[C@@H](CO)O[C@H](O[C@@H]5[C@@H](CO)O[C@H](O[C@H]1[C@H](O)[C@H]2O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O Chemical compound OC[C@H]1O[C@@H]2O[C@@H]3[C@@H](CO)O[C@H](O[C@@H]4[C@@H](CO)O[C@H](O[C@@H]5[C@@H](CO)O[C@H](O[C@H]1[C@H](O)[C@H]2O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O CKMNPXWFAZLBNK-QOFYEYOWSA-N 0.000 description 2
- 108090000992 Transferases Proteins 0.000 description 2
- 102000004357 Transferases Human genes 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 235000006708 antioxidants Nutrition 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 239000003623 enhancer Substances 0.000 description 2
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 description 2
- 238000002309 gasification Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 208000026435 phlegm Diseases 0.000 description 2
- 238000007639 printing Methods 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 239000012266 salt solution Substances 0.000 description 2
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 2
- 238000006276 transfer reaction Methods 0.000 description 2
- 229910014033 C-OH Inorganic materials 0.000 description 1
- 241000282994 Cervidae Species 0.000 description 1
- 229910014570 C—OH Inorganic materials 0.000 description 1
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 description 1
- 229920002307 Dextran Polymers 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- 229920001503 Glucan Polymers 0.000 description 1
- RGHNJXZEOKUKBD-SQOUGZDYSA-N Gluconic acid Natural products OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 1
- 108700023372 Glycosyltransferases Proteins 0.000 description 1
- 102000051366 Glycosyltransferases Human genes 0.000 description 1
- 241000243251 Hydra Species 0.000 description 1
- 241000208125 Nicotiana Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- 241000219094 Vitaceae Species 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- GZCGUPFRVQAUEE-SLPGGIOYSA-N aldehydo-D-glucose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-SLPGGIOYSA-N 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 102000004139 alpha-Amylases Human genes 0.000 description 1
- 108090000637 alpha-Amylases Proteins 0.000 description 1
- MSWZFWKMSRAUBD-UKFBFLRUSA-N alpha-D-glucosamine Chemical compound N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O MSWZFWKMSRAUBD-UKFBFLRUSA-N 0.000 description 1
- 125000003691 alpha-D-glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 229940024171 alpha-amylase Drugs 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 238000005349 anion exchange Methods 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000002585 base 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
- 239000007844 bleaching agent Substances 0.000 description 1
- 208000002352 blister Diseases 0.000 description 1
- 230000037396 body weight Effects 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 229940023913 cation exchange resins Drugs 0.000 description 1
- 239000003010 cation ion exchange membrane Substances 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 235000019504 cigarettes Nutrition 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 230000006806 disease prevention Effects 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 239000008151 electrolyte solution Substances 0.000 description 1
- 238000005370 electroosmosis Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229940074391 gallic acid Drugs 0.000 description 1
- 235000004515 gallic acid Nutrition 0.000 description 1
- 235000012208 gluconic acid Nutrition 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 235000021021 grapes Nutrition 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 230000010220 ion permeability Effects 0.000 description 1
- 150000002505 iron Chemical class 0.000 description 1
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 1
- QRXWMOHMRWLFEY-UHFFFAOYSA-N isoniazide Chemical compound NNC(=O)C1=CC=NC=C1 QRXWMOHMRWLFEY-UHFFFAOYSA-N 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 229960002160 maltose Drugs 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 235000010344 sodium nitrate Nutrition 0.000 description 1
- 239000004317 sodium nitrate Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 230000003612 virological effect Effects 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP04057617A JP3134236B2 (ja) | 1992-01-30 | 1992-01-30 | α−グリコシル−Ｌ−アスコルビン酸高含有物の製造方法とその製造のための分離システム |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW293822B true TW293822B (esLanguage) | 1996-12-21 |
Family
ID=13060842
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW081110098A TW293822B (esLanguage) | 1992-01-30 | 1992-12-16 |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US5338420A (esLanguage) |
| EP (1) | EP0554090B1 (esLanguage) |
| JP (1) | JP3134236B2 (esLanguage) |
| KR (2) | KR930016433A (esLanguage) |
| DE (1) | DE69315234T2 (esLanguage) |
| TW (1) | TW293822B (esLanguage) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2832848B2 (ja) * | 1989-10-21 | 1998-12-09 | 株式会社林原生物化学研究所 | 結晶２―Ｏ―α―Ｄ―グルコピラノシル―Ｌ―アスコルビン酸とその製造方法並びに用途 |
| DE19605683A1 (de) * | 1996-02-16 | 1997-09-11 | Forschungszentrum Juelich Gmbh | Verfahren zur Trennung von Substanzen mittels einer geeigneten Membran |
| BR9810227A (pt) * | 1997-06-30 | 2000-08-08 | Electrosynthesis Co Inc | Processos para a produção de ácido ascórbico, de um co-produto base e de um co-produto de sal de metóxido |
| US6187570B1 (en) * | 1998-05-26 | 2001-02-13 | The Electrosynthesis Company, Inc. | Electrodialysis methods for purification and recovery of gluconic acid derivatives |
| US20020122873A1 (en) * | 2000-01-05 | 2002-09-05 | Mirkin Chad A. | Nanolithography methods and products therefor and produced thereby |
| WO2002045215A2 (en) * | 2000-10-20 | 2002-06-06 | Northwestern University | Nanolithography methods and products therefor and produced thereby |
| EP1368329B1 (en) | 2000-12-22 | 2005-08-31 | Eastman Chemical Company | Process for producing ascorbic acid in the presence of a sulfit |
| EP1351949B1 (en) | 2000-12-22 | 2005-05-18 | Eastman Chemical Company | Continuous process for producing l-ascorbic acid |
| TWI309647B (esLanguage) | 2001-02-21 | 2009-05-11 | Mitsubishi Tanabe Pharma Corp | |
| EP1270071B1 (en) * | 2001-06-29 | 2007-06-13 | Tokuyama Corporation | Ion-exchange membrane |
| US6740762B2 (en) | 2001-08-24 | 2004-05-25 | Eastman Chemical Company | Process for ascorbic acids using alkaline earth silicate catalysts |
| US6716997B1 (en) | 2001-10-09 | 2004-04-06 | Eastman Chemical Company | Systems and methods for generation of ascorbic acid with reduced color |
| JP4703950B2 (ja) * | 2003-07-23 | 2011-06-15 | 花王株式会社 | 糖リン酸エステルの精製法 |
| BRPI0609575B1 (pt) * | 2005-03-23 | 2016-07-12 | Mary Kay Inc | composições para clareamento da pele |
| US20100260695A1 (en) * | 2009-04-09 | 2010-10-14 | Mary Kay Inc. | Combination of plant extracts to improve skin tone |
| JP2012067013A (ja) * | 2009-09-03 | 2012-04-05 | Hayashibara Biochem Lab Inc | ２−Ｏ−α−Ｄ−グルコシル−Ｌ−アスコルビン酸無水結晶含有粉末とその製造方法並びに用途 |
| US9114188B2 (en) | 2010-01-13 | 2015-08-25 | Allergan, Industrie, S.A.S. | Stable hydrogel compositions including additives |
| US20110172180A1 (en) | 2010-01-13 | 2011-07-14 | Allergan Industrie. Sas | Heat stable hyaluronic acid compositions for dermatological use |
| JP5856963B2 (ja) * | 2010-09-07 | 2016-02-10 | 株式会社林原 | ２−Ｏ−α−Ｄ−グルコシル−Ｌ−アスコルビン酸含水結晶及び２−Ｏ−α−Ｄ−グルコシル−Ｌ−アスコルビン酸含水結晶含有粉末とそれらの製造方法並びに用途 |
| SG193343A1 (en) * | 2011-03-07 | 2013-10-30 | Hayashibara Co | Method for producing 2-o-alpha-d-glucosyl-l-ascorbic acid anhydrous crystal-containing powder |
| KR102154944B1 (ko) | 2011-06-03 | 2020-09-11 | 알러간 인더스트리 에스에이에스 | 항산화제를 포함하는 피부 충전제 조성물 |
| CN103755756B (zh) * | 2014-02-11 | 2015-07-08 | 江苏诚信药业有限公司 | 一种制备维生素c葡萄糖苷的工艺系统及其工艺方法 |
| CN109414393A (zh) * | 2016-07-29 | 2019-03-01 | 佳里多控股公司 | 6-酰基-2-O-α-D-糖基-L-抗坏血酸和含有其的组合物及其制造方法 |
| WO2018101431A1 (ja) * | 2016-11-30 | 2018-06-07 | カーリットホールディングス株式会社 | ２－Ｏ－α－Ｄ－マルトシル－Ｌ－アスコルビン酸含有組成物及びその製造方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1210956B (it) * | 1982-11-25 | 1989-09-29 | Sigma Tau Ind Farmaceuti | Procedimento e cella elettrolitica per la preparazione di composti organici. |
| DE3621781A1 (de) * | 1985-07-05 | 1987-01-15 | Takeda Chemical Industries Ltd | Verfahren zur reinigung von l-ascorbinsaeure |
| EP0398484B1 (en) * | 1989-05-19 | 1995-05-31 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | Alpha-glycosyl-L-ascorbic acid, and its preparation and uses |
| JP2832848B2 (ja) * | 1989-10-21 | 1998-12-09 | 株式会社林原生物化学研究所 | 結晶２―Ｏ―α―Ｄ―グルコピラノシル―Ｌ―アスコルビン酸とその製造方法並びに用途 |
-
1992
- 1992-01-30 JP JP04057617A patent/JP3134236B2/ja not_active Expired - Fee Related
- 1992-12-14 US US07/990,081 patent/US5338420A/en not_active Expired - Lifetime
- 1992-12-16 TW TW081110098A patent/TW293822B/zh active
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1993
- 1993-01-28 DE DE69315234T patent/DE69315234T2/de not_active Expired - Lifetime
- 1993-01-28 EP EP93300636A patent/EP0554090B1/en not_active Expired - Lifetime
- 1993-01-28 KR KR1019930001063A patent/KR930016433A/ko active Granted
- 1993-01-28 KR KR1019930001063D patent/KR100244910B1/ko not_active Expired - Fee Related
-
1995
- 1995-05-02 US US08/434,327 patent/US5630923A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| KR100244910B1 (ko) | 2000-03-02 |
| JP3134236B2 (ja) | 2001-02-13 |
| DE69315234D1 (de) | 1998-01-02 |
| KR930016433A (ko) | 1993-08-26 |
| EP0554090B1 (en) | 1997-11-19 |
| JPH05208991A (ja) | 1993-08-20 |
| DE69315234T2 (de) | 1998-05-20 |
| EP0554090A3 (en) | 1993-10-06 |
| US5630923A (en) | 1997-05-20 |
| EP0554090A2 (en) | 1993-08-04 |
| US5338420A (en) | 1994-08-16 |
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