CN110590870B - 一种高纯度n-乙酰氨基葡萄糖的制备方法 - Google Patents
一种高纯度n-乙酰氨基葡萄糖的制备方法 Download PDFInfo
- Publication number
- CN110590870B CN110590870B CN201910951820.1A CN201910951820A CN110590870B CN 110590870 B CN110590870 B CN 110590870B CN 201910951820 A CN201910951820 A CN 201910951820A CN 110590870 B CN110590870 B CN 110590870B
- Authority
- CN
- China
- Prior art keywords
- purity
- acetylglucosamine
- ionic liquid
- mother liquor
- filtering
- 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
- OVRNDRQMDRJTHS-UHFFFAOYSA-N N-acelyl-D-glucosamine Natural products CC(=O)NC1C(O)OC(CO)C(O)C1O OVRNDRQMDRJTHS-UHFFFAOYSA-N 0.000 title claims abstract description 75
- OVRNDRQMDRJTHS-FMDGEEDCSA-N N-acetyl-beta-D-glucosamine Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O OVRNDRQMDRJTHS-FMDGEEDCSA-N 0.000 title claims abstract description 75
- 229950006780 n-acetylglucosamine Drugs 0.000 title claims abstract description 75
- MBLBDJOUHNCFQT-LXGUWJNJSA-N N-acetylglucosamine Natural products CC(=O)N[C@@H](C=O)[C@@H](O)[C@H](O)[C@H](O)CO MBLBDJOUHNCFQT-LXGUWJNJSA-N 0.000 title claims abstract description 73
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- 238000001914 filtration Methods 0.000 claims abstract description 56
- 239000012452 mother liquor Substances 0.000 claims abstract description 53
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 42
- 239000012043 crude product Substances 0.000 claims abstract description 41
- 239000002608 ionic liquid Substances 0.000 claims abstract description 38
- 238000000034 method Methods 0.000 claims abstract description 37
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 30
- 238000006731 degradation reaction Methods 0.000 claims abstract description 30
- 229920002101 Chitin Polymers 0.000 claims abstract description 29
- 230000015556 catabolic process Effects 0.000 claims abstract description 28
- 239000007788 liquid Substances 0.000 claims abstract description 28
- 238000003756 stirring Methods 0.000 claims abstract description 28
- QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical compound OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 claims abstract description 27
- 239000000706 filtrate Substances 0.000 claims abstract description 18
- 238000001816 cooling Methods 0.000 claims abstract description 14
- 238000002425 crystallisation Methods 0.000 claims abstract description 14
- 230000008025 crystallization Effects 0.000 claims abstract description 14
- 238000004042 decolorization Methods 0.000 claims abstract description 14
- 238000001035 drying Methods 0.000 claims abstract description 14
- 238000002156 mixing Methods 0.000 claims abstract description 14
- 238000002791 soaking Methods 0.000 claims abstract description 14
- 239000003960 organic solvent Substances 0.000 claims abstract description 8
- 239000003153 chemical reaction reagent Substances 0.000 claims abstract description 7
- 239000010413 mother solution Substances 0.000 claims abstract description 6
- 239000000243 solution Substances 0.000 claims description 20
- 239000012982 microporous membrane Substances 0.000 claims description 13
- 238000005086 pumping Methods 0.000 claims description 13
- BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 claims description 12
- 238000010438 heat treatment Methods 0.000 claims description 12
- 235000019441 ethanol Nutrition 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- IRSVMGYCAXSOCN-UHFFFAOYSA-N 1-butyl-3-methyl-1,2-dihydroimidazol-1-ium;methyl sulfate Chemical compound COS([O-])(=O)=O.CCCC[NH+]1CN(C)C=C1 IRSVMGYCAXSOCN-UHFFFAOYSA-N 0.000 claims description 3
- 239000012141 concentrate Substances 0.000 claims description 3
- 150000002576 ketones Chemical class 0.000 claims description 3
- HCGMDEACZUKNDY-UHFFFAOYSA-N 1-butyl-3-methyl-1,2-dihydroimidazol-1-ium;acetate Chemical compound CC(O)=O.CCCCN1CN(C)C=C1 HCGMDEACZUKNDY-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 238000004321 preservation Methods 0.000 claims description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 2
- 230000009467 reduction Effects 0.000 claims description 2
- 230000008569 process Effects 0.000 abstract description 9
- 239000000126 substance Substances 0.000 abstract description 7
- 238000004334 fluoridation Methods 0.000 abstract 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 11
- BSKSXTBYXTZWFI-UHFFFAOYSA-M 1-butyl-3-methylimidazol-3-ium;acetate Chemical compound CC([O-])=O.CCCC[N+]=1C=CN(C)C=1 BSKSXTBYXTZWFI-UHFFFAOYSA-M 0.000 description 9
- 238000000855 fermentation Methods 0.000 description 3
- 230000004151 fermentation Effects 0.000 description 3
- 239000012025 fluorinating agent Substances 0.000 description 3
- 230000000813 microbial effect Effects 0.000 description 3
- 206010028980 Neoplasm Diseases 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 201000011510 cancer Diseases 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 150000004676 glycans Chemical class 0.000 description 2
- 238000009776 industrial production Methods 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 150000002772 monosaccharides Chemical group 0.000 description 2
- 229920001282 polysaccharide Polymers 0.000 description 2
- 239000005017 polysaccharide Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- OPNWGGRJSXYWRA-UHFFFAOYSA-M 1-butylpyridin-1-ium;hydrogen sulfate Chemical compound OS([O-])(=O)=O.CCCC[N+]1=CC=CC=C1 OPNWGGRJSXYWRA-UHFFFAOYSA-M 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
- 241000238424 Crustacea Species 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 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 1
- 208000012868 Overgrowth Diseases 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 235000008452 baby food Nutrition 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
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000004031 devitrification Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000002778 food additive Substances 0.000 description 1
- 235000019261 food antioxidant Nutrition 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- 229960002442 glucosamine Drugs 0.000 description 1
- 150000002301 glucosamine derivatives Chemical class 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 150000002337 glycosamines Chemical class 0.000 description 1
- 210000000987 immune system Anatomy 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229920001542 oligosaccharide Polymers 0.000 description 1
- 150000002482 oligosaccharides Chemical class 0.000 description 1
- 230000033116 oxidation-reduction process Effects 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000000552 rheumatic effect Effects 0.000 description 1
- 201000003068 rheumatic fever Diseases 0.000 description 1
- 206010039073 rheumatoid arthritis Diseases 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C07H1/06—Separation; Purification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
- C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13K—SACCHARIDES OBTAINED FROM NATURAL SOURCES OR BY HYDROLYSIS OF NATURALLY OCCURRING DISACCHARIDES, OLIGOSACCHARIDES OR POLYSACCHARIDES
- C13K13/00—Sugars not otherwise provided for in this class
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Description
Claims (11)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201910951820.1A CN110590870B (zh) | 2019-10-09 | 2019-10-09 | 一种高纯度n-乙酰氨基葡萄糖的制备方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201910951820.1A CN110590870B (zh) | 2019-10-09 | 2019-10-09 | 一种高纯度n-乙酰氨基葡萄糖的制备方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN110590870A CN110590870A (zh) | 2019-12-20 |
CN110590870B true CN110590870B (zh) | 2020-09-01 |
Family
ID=68865819
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201910951820.1A Active CN110590870B (zh) | 2019-10-09 | 2019-10-09 | 一种高纯度n-乙酰氨基葡萄糖的制备方法 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN110590870B (zh) |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101402658B (zh) * | 2008-07-16 | 2011-07-06 | 大连工业大学 | 一种离子液体溶剂催化热降解纤维素的方法 |
CN101723989A (zh) * | 2008-10-17 | 2010-06-09 | 中国科学院大连化学物理研究所 | 一种水解壳聚糖和甲壳素的方法 |
NL2004835C2 (en) * | 2010-06-07 | 2011-12-08 | Univ Leiden | Process for extracting materials from biological material. |
CN102134615B (zh) * | 2010-12-30 | 2013-04-17 | 浙江师范大学 | 一种水解甲壳素和壳聚糖的方法 |
US20120301948A1 (en) * | 2011-03-31 | 2012-11-29 | Sandia Corporation | Novel method of acid hydrolysis of biomass and the recovery of sugars thereof by solvent extraction |
JP2012219260A (ja) * | 2011-04-14 | 2012-11-12 | Kagoshima Univ | イオン液体を用いる甲殻類の甲殻又は貝類の貝殻からのキチンの製造方法 |
CN102276663B (zh) * | 2011-05-30 | 2013-09-25 | 南京工业大学 | 一种氨基葡萄糖硫酸盐的制备方法 |
CN106008615B (zh) * | 2016-06-01 | 2018-07-13 | 江苏澳新生物工程有限公司 | 甲壳素制备n-乙酰-d-氨基葡萄糖的方法 |
-
2019
- 2019-10-09 CN CN201910951820.1A patent/CN110590870B/zh active Active
Also Published As
Publication number | Publication date |
---|---|
CN110590870A (zh) | 2019-12-20 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN100510094C (zh) | 纤维素酶制备魔芋甘露寡糖的生产方法 | |
CN110669082B (zh) | 一种n-乙酰-d-氨基葡萄糖的提纯分离方法 | |
CN111018926B (zh) | 从氨基葡萄糖发酵液中提取高纯氨基葡萄糖盐酸盐的方法 | |
CN113215210B (zh) | 一种采用聚唾液酸发酵液制备唾液酸的方法 | |
CN109517014A (zh) | 一种单一聚合度几丁寡糖的制备方法 | |
CN109438532B (zh) | 一种提取d-氨基葡萄糖的方法 | |
CN108383883A (zh) | 高纯度n-乙酰-d氨基葡萄糖的制备方法 | |
CN100420696C (zh) | 精制n-乙酰-d-氨基葡萄糖制备方法 | |
CN110818751B (zh) | 一种硫酸氨基葡萄糖氯化钠复盐的制备方法 | |
CN105753913A (zh) | 一种高纯度n-乙酰-d-氨基葡萄糖的制备方法 | |
CN110590870B (zh) | 一种高纯度n-乙酰氨基葡萄糖的制备方法 | |
CN109485559B (zh) | 一种从八角中提取莽草酸的方法 | |
CN104560707A (zh) | 一种酶催化合成l-抗坏血酸2-葡糖苷的工艺方法和工艺系统 | |
CN110590869A (zh) | 一种n-乙酰氨基葡萄糖的制备方法 | |
KR100939551B1 (ko) | 셀로비오스의 정제 방법 및 제조 방법 | |
CN110776538B (zh) | 一种低钾或低钠硫酸氨基葡萄糖的制备方法 | |
CN111004295A (zh) | 一种高效合成n-乙酰氨基葡萄糖的制备方法 | |
CN114149477A (zh) | 一种高纯度维生素b12晶体的结晶方法及其产品 | |
CN113754704A (zh) | 一种利用离子树脂高效制备葡萄糖粉的制备方法 | |
CN113045610B (zh) | 一种从n-乙酰氨基葡萄糖发酵液中提取氨基葡萄糖的方法 | |
US20170002389A1 (en) | Method of preparing seaweed-derived galactose using agarase | |
CN112661797A (zh) | 一种低水分活度氨基葡萄糖盐酸盐及其制备方法与应用 | |
CN110713501B (zh) | 一种氨基葡萄糖硫酸钙盐的制备方法 | |
CN103864942B (zh) | 中分子量羟乙基淀粉及其提纯方法 | |
CN101550198B (zh) | 丁酸果胶酯的制备方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: A preparation method of high-purity N-acetylglucosamine Effective date of registration: 20230106 Granted publication date: 20200901 Pledgee: China Postal Savings Bank Co.,Ltd. Xintai City sub branch Pledgor: SHANDONG RUNDE BIOTECHNOLOGY Co.,Ltd. Registration number: Y2023980030322 |
|
PC01 | Cancellation of the registration of the contract for pledge of patent right | ||
PC01 | Cancellation of the registration of the contract for pledge of patent right |
Date of cancellation: 20231220 Granted publication date: 20200901 Pledgee: China Postal Savings Bank Co.,Ltd. Xintai City sub branch Pledgor: SHANDONG RUNDE BIOTECHNOLOGY Co.,Ltd. Registration number: Y2023980030322 |
|
PE01 | Entry into force of the registration of the contract for pledge of patent right | ||
PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: A method for preparing high-purity N-acetylglucosamine Effective date of registration: 20231222 Granted publication date: 20200901 Pledgee: China Postal Savings Bank Co.,Ltd. Xintai City sub branch Pledgor: SHANDONG RUNDE BIOTECHNOLOGY Co.,Ltd. Registration number: Y2023980073633 |