CN112521426B - 一种制备氨基葡萄糖的方法 - Google Patents
一种制备氨基葡萄糖的方法 Download PDFInfo
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- CN112521426B CN112521426B CN202011472878.7A CN202011472878A CN112521426B CN 112521426 B CN112521426 B CN 112521426B CN 202011472878 A CN202011472878 A CN 202011472878A CN 112521426 B CN112521426 B CN 112521426B
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- Prior art keywords
- glucosamine
- solution
- chitin
- exchange membrane
- heating
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- 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 title claims abstract description 118
- MSWZFWKMSRAUBD-UHFFFAOYSA-N beta-D-galactosamine Natural products NC1C(O)OC(CO)C(O)C1O MSWZFWKMSRAUBD-UHFFFAOYSA-N 0.000 title claims abstract description 118
- 229960002442 glucosamine Drugs 0.000 title claims abstract description 118
- 238000000034 method Methods 0.000 title claims abstract description 22
- 229920002101 Chitin Polymers 0.000 claims abstract description 68
- 239000000243 solution Substances 0.000 claims abstract description 58
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 52
- 238000006243 chemical reaction Methods 0.000 claims abstract description 46
- 238000010438 heat treatment Methods 0.000 claims abstract description 45
- 239000007788 liquid Substances 0.000 claims abstract description 40
- 239000000413 hydrolysate Substances 0.000 claims abstract description 33
- 239000011259 mixed solution Substances 0.000 claims abstract description 23
- 150000003863 ammonium salts Chemical class 0.000 claims abstract description 21
- 239000013058 crude material Substances 0.000 claims abstract description 21
- 238000005341 cation exchange Methods 0.000 claims abstract description 18
- 239000012528 membrane Substances 0.000 claims abstract description 18
- 239000003011 anion exchange membrane Substances 0.000 claims abstract description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000012266 salt solution Substances 0.000 claims abstract description 11
- 238000001035 drying Methods 0.000 claims abstract description 5
- 238000000926 separation method Methods 0.000 claims abstract description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 50
- 235000019270 ammonium chloride Nutrition 0.000 claims description 25
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 24
- 239000007864 aqueous solution Substances 0.000 claims description 19
- 238000004519 manufacturing process Methods 0.000 claims description 15
- 238000004108 freeze drying Methods 0.000 claims description 9
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 8
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 claims description 7
- 229910052921 ammonium sulfate Inorganic materials 0.000 claims description 7
- 235000011130 ammonium sulphate Nutrition 0.000 claims description 7
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 claims description 6
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 238000001704 evaporation Methods 0.000 claims description 2
- 230000008020 evaporation Effects 0.000 claims description 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract description 40
- 230000007062 hydrolysis Effects 0.000 abstract description 30
- 229920001661 Chitosan Polymers 0.000 abstract description 21
- 239000002253 acid Substances 0.000 abstract description 7
- -1 ammonium ions Chemical class 0.000 description 26
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 15
- 235000011114 ammonium hydroxide Nutrition 0.000 description 15
- 239000000463 material Substances 0.000 description 13
- 239000000126 substance Substances 0.000 description 12
- 238000001914 filtration Methods 0.000 description 10
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 10
- 239000004810 polytetrafluoroethylene Substances 0.000 description 10
- 239000000843 powder Substances 0.000 description 10
- 238000003756 stirring Methods 0.000 description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 7
- 108010009736 Protein Hydrolysates Proteins 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 229960002089 ferrous chloride Drugs 0.000 description 4
- NMCUIPGRVMDVDB-UHFFFAOYSA-L iron dichloride Chemical compound Cl[Fe]Cl NMCUIPGRVMDVDB-UHFFFAOYSA-L 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 3
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 230000003301 hydrolyzing effect Effects 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000001737 promoting effect Effects 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000003014 reinforcing effect Effects 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- 208000006820 Arthralgia Diseases 0.000 description 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- 206010023232 Joint swelling Diseases 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 238000005349 anion exchange Methods 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 210000001188 articular cartilage Anatomy 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000004042 decolorization Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 229910001448 ferrous ion Inorganic materials 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 150000005837 radical ions Chemical class 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 230000003313 weakening effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
- C07H5/04—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium to nitrogen
- C07H5/06—Aminosugars
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Saccharide Compounds (AREA)
Abstract
Description
实施例1 | 实施例2 | 实施例3 | 实施例4 | 实施例5 | 实施例6 | |
氨基葡萄糖纯度/wt.% | 98.47 | 98.82 | 99.07 | 98.79 | 99.14 | 99.22 |
氨基葡萄糖得率/wt.% | 77.61 | 75.93 | 74.46 | 78.17 | 78.94 | 75.52 |
试验例1 | 试验例2 | 试验例3 | 试验例4 | |
氨基葡萄糖纯度/wt.% | 97.32 | 98.15 | — | 97.68 |
氨基葡萄糖得率/wt.% | 41.53 | 33.83 | — | 53.69 |
Claims (8)
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Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101805379A (zh) * | 2009-02-12 | 2010-08-18 | 林大昌 | 甲壳素酸水解反应制备d-氨基葡萄糖盐酸盐的方法 |
CN102964394A (zh) * | 2012-12-12 | 2013-03-13 | 石狮市华宝海洋生物化工有限公司 | 一种促进氨基葡萄糖盐酸盐生产的方法 |
CN104327129A (zh) * | 2014-11-25 | 2015-02-04 | 广东侨丰实业股份有限公司 | 一种以螃蟹外壳为原料制备氨基葡萄糖盐酸盐的方法 |
CN106117276A (zh) * | 2016-06-27 | 2016-11-16 | 梅庆波 | 一种硫酸氨基葡萄糖的制备方法 |
CN109438532A (zh) * | 2018-12-25 | 2019-03-08 | 庄臣酿酒(福建)有限公司 | 一种提取d-氨基葡萄糖的方法 |
WO2019179148A1 (zh) * | 2018-03-19 | 2019-09-26 | 扬州日兴生物科技股份有限公司 | 以虾蟹壳为原料的氨糖制备方法 |
-
2020
- 2020-12-15 CN CN202011472878.7A patent/CN112521426B/zh active Active
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101805379A (zh) * | 2009-02-12 | 2010-08-18 | 林大昌 | 甲壳素酸水解反应制备d-氨基葡萄糖盐酸盐的方法 |
CN102964394A (zh) * | 2012-12-12 | 2013-03-13 | 石狮市华宝海洋生物化工有限公司 | 一种促进氨基葡萄糖盐酸盐生产的方法 |
CN104327129A (zh) * | 2014-11-25 | 2015-02-04 | 广东侨丰实业股份有限公司 | 一种以螃蟹外壳为原料制备氨基葡萄糖盐酸盐的方法 |
CN106117276A (zh) * | 2016-06-27 | 2016-11-16 | 梅庆波 | 一种硫酸氨基葡萄糖的制备方法 |
WO2019179148A1 (zh) * | 2018-03-19 | 2019-09-26 | 扬州日兴生物科技股份有限公司 | 以虾蟹壳为原料的氨糖制备方法 |
CN109438532A (zh) * | 2018-12-25 | 2019-03-08 | 庄臣酿酒(福建)有限公司 | 一种提取d-氨基葡萄糖的方法 |
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Effective date of registration: 20220831 Address after: 271000 No. 78, Runde Road, Xintai Development Zone, Tai'an City, Shandong Province Patentee after: SHANDONG RUNDE BIOTECHNOLOGY Co.,Ltd. Address before: 271000 No. 78, Runde Road, Xintai Development Zone, Tai'an City, Shandong Province Patentee before: SHANDONG RUNDE BIOTECHNOLOGY Co.,Ltd. Patentee before: Deyuantang (Shanghai) Health Technology Development Co.,Ltd. |
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