TWI563091B - Large scale enzymatic synthesis of oligosaccharides - Google Patents
Large scale enzymatic synthesis of oligosaccharidesInfo
- Publication number
- TWI563091B TWI563091B TW104133599A TW104133599A TWI563091B TW I563091 B TWI563091 B TW I563091B TW 104133599 A TW104133599 A TW 104133599A TW 104133599 A TW104133599 A TW 104133599A TW I563091 B TWI563091 B TW I563091B
- Authority
- TW
- Taiwan
- Prior art keywords
- oligosaccharides
- large scale
- enzymatic synthesis
- scale enzymatic
- synthesis
- Prior art date
Links
Classifications
-
- 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
- C12P19/04—Polysaccharides, i.e. compounds containing more than five saccharide radicals attached to each other by glycosidic bonds
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y204/00—Glycosyltransferases (2.4)
- C12Y204/01—Hexosyltransferases (2.4.1)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y204/00—Glycosyltransferases (2.4)
- C12Y204/99—Glycosyltransferases (2.4) transferring other glycosyl groups (2.4.99)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y207/00—Transferases transferring phosphorus-containing groups (2.7)
- C12Y207/01—Phosphotransferases with an alcohol group as acceptor (2.7.1)
- C12Y207/01006—Galactokinase (2.7.1.6)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y207/00—Transferases transferring phosphorus-containing groups (2.7)
- C12Y207/01—Phosphotransferases with an alcohol group as acceptor (2.7.1)
- C12Y207/0104—Pyruvate kinase (2.7.1.40)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y207/00—Transferases transferring phosphorus-containing groups (2.7)
- C12Y207/07—Nucleotidyltransferases (2.7.7)
- C12Y207/07009—UTP-glucose-1-phosphate uridylyltransferase (2.7.7.9), i.e. UDP-glucose-pyrophosphorylase
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y207/00—Transferases transferring phosphorus-containing groups (2.7)
- C12Y207/07—Nucleotidyltransferases (2.7.7)
- C12Y207/0701—UTP--hexose-1-phosphate uridylyltransferase (2.7.7.10)
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Genetics & Genomics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
- Enzymes And Modification Thereof (AREA)
- Apparatus Associated With Microorganisms And Enzymes (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201261684974P | 2012-08-20 | 2012-08-20 |
Publications (2)
Publication Number | Publication Date |
---|---|
TW201602353A TW201602353A (zh) | 2016-01-16 |
TWI563091B true TWI563091B (en) | 2016-12-21 |
Family
ID=50100297
Family Applications (5)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
TW102129714A TWI510627B (zh) | 2012-08-20 | 2013-08-19 | 寡醣之大規模酵素合成 |
TW104133598A TWI567200B (zh) | 2012-08-20 | 2013-08-19 | 寡醣之大規模酵素合成 |
TW104133600A TWI563092B (en) | 2012-08-20 | 2013-08-19 | Large scale enzymatic synthesis of oligosaccharides |
TW104133252A TWI573876B (zh) | 2012-08-20 | 2013-08-19 | 寡醣之大規模酵素合成 |
TW104133599A TWI563091B (en) | 2012-08-20 | 2013-08-19 | Large scale enzymatic synthesis of oligosaccharides |
Family Applications Before (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
TW102129714A TWI510627B (zh) | 2012-08-20 | 2013-08-19 | 寡醣之大規模酵素合成 |
TW104133598A TWI567200B (zh) | 2012-08-20 | 2013-08-19 | 寡醣之大規模酵素合成 |
TW104133600A TWI563092B (en) | 2012-08-20 | 2013-08-19 | Large scale enzymatic synthesis of oligosaccharides |
TW104133252A TWI573876B (zh) | 2012-08-20 | 2013-08-19 | 寡醣之大規模酵素合成 |
Country Status (11)
Country | Link |
---|---|
US (2) | US9340812B2 (zh) |
EP (1) | EP2885416B8 (zh) |
JP (5) | JP6125637B2 (zh) |
KR (1) | KR101685628B1 (zh) |
CN (6) | CN104822837B (zh) |
AU (3) | AU2016206315B2 (zh) |
CA (4) | CA3129035C (zh) |
ES (1) | ES2974096T3 (zh) |
HK (6) | HK1207668A1 (zh) |
TW (5) | TWI510627B (zh) |
WO (1) | WO2014031602A1 (zh) |
Families Citing this family (33)
Publication number | Priority date | Publication date | Assignee | Title |
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US7960139B2 (en) | 2007-03-23 | 2011-06-14 | Academia Sinica | Alkynyl sugar analogs for the labeling and visualization of glycoconjugates in cells |
WO2010009271A2 (en) | 2008-07-15 | 2010-01-21 | Academia Sinica | Glycan arrays on ptfe-like aluminum coated glass slides and related methods |
US10087236B2 (en) | 2009-12-02 | 2018-10-02 | Academia Sinica | Methods for modifying human antibodies by glycan engineering |
US11377485B2 (en) | 2009-12-02 | 2022-07-05 | Academia Sinica | Methods for modifying human antibodies by glycan engineering |
WO2011130332A1 (en) | 2010-04-12 | 2011-10-20 | Academia Sinica | Glycan arrays for high throughput screening of viruses |
US10130714B2 (en) | 2012-04-14 | 2018-11-20 | Academia Sinica | Enhanced anti-influenza agents conjugated with anti-inflammatory activity |
WO2014031498A1 (en) | 2012-08-18 | 2014-02-27 | Academia Sinica | Cell-permeable probes for identification and imaging of sialidases |
EP3013365B1 (en) | 2013-06-26 | 2019-06-05 | Academia Sinica | Rm2 antigens and use thereof |
EP3013347B1 (en) | 2013-06-27 | 2019-12-11 | Academia Sinica | Glycan conjugates and use thereof |
CN105682666B (zh) | 2013-09-06 | 2021-06-01 | 中央研究院 | 使用醣脂激活人类iNKT细胞 |
US10150818B2 (en) | 2014-01-16 | 2018-12-11 | Academia Sinica | Compositions and methods for treatment and detection of cancers |
WO2015109180A2 (en) | 2014-01-16 | 2015-07-23 | Academia Sinica | Compositions and methods for treatment and detection of cancers |
TWI797430B (zh) | 2014-03-27 | 2023-04-01 | 中央研究院 | 反應性標記化合物及其用途 |
KR102576850B1 (ko) | 2014-05-27 | 2023-09-11 | 아카데미아 시니카 | 박테로이드 기원의 푸코시다제 및 이의 사용 방법 |
US10118969B2 (en) | 2014-05-27 | 2018-11-06 | Academia Sinica | Compositions and methods relating to universal glycoforms for enhanced antibody efficacy |
JP7062361B2 (ja) | 2014-05-27 | 2022-05-06 | アカデミア シニカ | 抗her2糖操作抗体群およびその使用 |
CA2950415A1 (en) | 2014-05-27 | 2015-12-03 | Academia Sinica | Anti-cd20 glycoantibodies and uses thereof |
KR102494193B1 (ko) | 2014-05-28 | 2023-01-31 | 아카데미아 시니카 | 항-tnf-알파 글리코항체 및 이의 용도 |
TWI587871B (zh) | 2014-08-22 | 2017-06-21 | 中央研究院 | 新穎之聚醣共軛物及其用途 |
JP6899321B2 (ja) | 2014-09-08 | 2021-07-07 | アカデミア シニカAcademia Sinica | 糖脂質を使用するヒトiNKT細胞活性化 |
US10495645B2 (en) | 2015-01-16 | 2019-12-03 | Academia Sinica | Cancer markers and methods of use thereof |
US9975965B2 (en) | 2015-01-16 | 2018-05-22 | Academia Sinica | Compositions and methods for treatment and detection of cancers |
TWI736523B (zh) | 2015-01-24 | 2021-08-21 | 中央研究院 | 新穎聚醣結合物及其使用方法 |
KR102630294B1 (ko) | 2015-01-24 | 2024-01-26 | 아카데미아 시니카 | 암 마커 및 이를 사용하는 방법 |
KR102620346B1 (ko) | 2015-01-30 | 2024-01-02 | 아카데미아 시니카 | 증진된 항체 효능을 위한 범용 당형태에 관한 조성물 및 방법 |
JP2019515876A (ja) | 2016-03-08 | 2019-06-13 | アカデミア シニカAcademia Sinica | N−グリカンおよびそのアレイのモジュール合成のための方法 |
EP3500594A4 (en) | 2016-08-22 | 2020-03-11 | Cho Pharma Inc. | ANTIBODIES, BINDING FRAGMENTS AND METHOD FOR USE |
US11739283B2 (en) | 2019-03-14 | 2023-08-29 | Nof Corporation | Lubricant additive, lubricant additive composition, and lubricating oil composition containing the same |
CN110195043A (zh) * | 2019-05-15 | 2019-09-03 | 武汉格莱利生物科技有限公司 | 一种高水溶性的cgta酶及其制备方法和应用 |
AU2019400151B2 (en) * | 2019-11-15 | 2022-06-23 | Cofco (Jilin) Bio-Chemical Technology Co., Ltd | Recombinant Escherichia coli system, construction method thereof, and usage in synthesis of α-1,2-fucosylated oligosaccharide |
WO2022256920A1 (en) * | 2021-06-07 | 2022-12-15 | The University Of British Columbia | Acholetin biopolymers and methods for enzymatic synthesis |
CN115710594B (zh) * | 2021-08-23 | 2024-06-28 | 中国科学院上海药物研究所 | 一种合成尿苷二磷酸-6-叠氮-d-半乳糖的方法 |
TWI828311B (zh) * | 2021-09-11 | 2024-01-01 | 中央研究院 | 合成化合物、包含該合成化合物的套組及其用途 |
Citations (1)
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US20110236934A1 (en) * | 2005-08-26 | 2011-09-29 | Centre National De La Recherche Scientifique (Cnrs | Production of globosides oligosaccharieds using metabolically engineered microorganisms |
Family Cites Families (21)
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CA2106301C (en) * | 1991-03-18 | 1999-04-06 | Chi-Huey Wong | Oligosaccharide enzyme substrates and inhibitors: method and compositions |
US6319695B1 (en) * | 1991-10-15 | 2001-11-20 | The Scripps Research Insitute | Production of fucosylated carbohydrates by enzymatic fucosylation synthesis of sugar nucleotides; and in situ regeneration of GDP-fucose |
US5369017A (en) * | 1994-02-04 | 1994-11-29 | The Scripps Research Institute | Process for solid phase glycopeptide synthesis |
US5545553A (en) * | 1994-09-26 | 1996-08-13 | The Rockefeller University | Glycosyltransferases for biosynthesis of oligosaccharides, and genes encoding them |
US6030815A (en) * | 1995-04-11 | 2000-02-29 | Neose Technologies, Inc. | Enzymatic synthesis of oligosaccharides |
US6821756B2 (en) * | 1996-09-17 | 2004-11-23 | Kyowa Hakko Kogyo Co., Ltd. | Processes for reproducing sugar nucleotides and complex carbohydrates |
US7244601B2 (en) * | 1997-12-15 | 2007-07-17 | National Research Council Of Canada | Fusion proteins for use in enzymatic synthesis of oligosaccharides |
US6194178B1 (en) * | 1998-09-03 | 2001-02-27 | Synsorb Biotech Inc. | Method for the production of sialylated oligosaccharides |
CA2351022A1 (en) * | 1998-11-18 | 2000-05-25 | Neose Technologies, Inc. | Low cost manufacture of oligosaccharides |
WO2001038536A1 (fr) * | 1999-11-19 | 2001-05-31 | Kyowa Hakko Kogyo Co., Ltd. | POLYPEPTIDE GlmU ET ADN CODANT POUR CE POLYPEPTIDE |
JP4619500B2 (ja) | 2000-09-08 | 2011-01-26 | 生化学工業株式会社 | β1,3−N−アセチルガラクトサミン転移酵素の製造方法 |
US20020150968A1 (en) * | 2001-01-10 | 2002-10-17 | Wang Peng G. | Glycoconjugate and sugar nucleotide synthesis using solid supports |
JP2002335988A (ja) * | 2001-05-22 | 2002-11-26 | Yamasa Shoyu Co Ltd | オリゴ糖の製造法 |
WO2005055944A2 (en) * | 2003-12-05 | 2005-06-23 | Cincinnati Children's Hospital Medical Center | Oligosaccharide compositions and use thereof in the treatment of infection |
EP2013357A4 (en) * | 2006-04-19 | 2012-02-22 | Biogenerix Ag | EXPRESSION OF O-GLYCOSYLATED THERAPEUTIC PROTEINS IN PROKARYOTIC MICROORGANISMS |
KR100888513B1 (ko) * | 2006-12-15 | 2009-03-12 | 주식회사 진켐 | 신규 n―아세틸글루코사민―2―에피머라아제 및 이를이용한 cmp―n―아세틸뉴라민산의 제조방법 |
JP2010516240A (ja) * | 2007-01-18 | 2010-05-20 | スオメン プナイネン リスティ,ヴェリパルベル | ヒト細胞からの新規の炭水化物、ならびにその分析および修飾のための方法 |
EP2411528B1 (en) * | 2009-03-27 | 2015-09-02 | Academia Sinica | Alpha-selective sialyl phosphate donors for preparation of sialosides and sialoside arrays for influenza virus detection |
JP5464578B2 (ja) | 2009-07-31 | 2014-04-09 | 独立行政法人産業技術総合研究所 | Ssea系新規糖鎖化合物 |
CN102443598A (zh) * | 2010-10-15 | 2012-05-09 | 天津赛科瑞德生物科技有限公司 | 利用糖基转移酶大量制备Globo系列抗原的方法 |
CN102443597A (zh) * | 2010-10-15 | 2012-05-09 | 天津赛科瑞德生物科技有限公司 | 糖核苷酸的酶法制备 |
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2013
- 2013-08-19 TW TW102129714A patent/TWI510627B/zh active
- 2013-08-19 TW TW104133598A patent/TWI567200B/zh active
- 2013-08-19 TW TW104133600A patent/TWI563092B/zh active
- 2013-08-19 TW TW104133252A patent/TWI573876B/zh active
- 2013-08-19 TW TW104133599A patent/TWI563091B/zh active
- 2013-08-20 CN CN201380044460.8A patent/CN104822837B/zh active Active
- 2013-08-20 CA CA3129035A patent/CA3129035C/en active Active
- 2013-08-20 CN CN201810425413.2A patent/CN108546643B/zh active Active
- 2013-08-20 EP EP13830306.0A patent/EP2885416B8/en active Active
- 2013-08-20 CA CA3052909A patent/CA3052909C/en active Active
- 2013-08-20 CA CA2882294A patent/CA2882294C/en active Active
- 2013-08-20 CN CN201810425034.3A patent/CN108611384B/zh active Active
- 2013-08-20 CN CN201810424957.7A patent/CN108504702B/zh active Active
- 2013-08-20 ES ES13830306T patent/ES2974096T3/es active Active
- 2013-08-20 CN CN201810425113.4A patent/CN108588151B/zh active Active
- 2013-08-20 WO PCT/US2013/055731 patent/WO2014031602A1/en active Application Filing
- 2013-08-20 KR KR1020157007054A patent/KR101685628B1/ko active IP Right Grant
- 2013-08-20 CN CN201810425064.4A patent/CN108504703B/zh active Active
- 2013-08-20 CA CA3187148A patent/CA3187148A1/en active Pending
- 2013-08-20 US US13/971,353 patent/US9340812B2/en active Active
- 2013-08-20 JP JP2015528573A patent/JP6125637B2/ja active Active
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2015
- 2015-08-19 HK HK15108043.3A patent/HK1207668A1/zh unknown
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2016
- 2016-01-21 US US15/003,362 patent/US20160230201A1/en not_active Abandoned
- 2016-07-21 AU AU2016206315A patent/AU2016206315B2/en active Active
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2017
- 2017-04-05 JP JP2017075480A patent/JP6462756B2/ja active Active
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2018
- 2018-01-05 AU AU2018200094A patent/AU2018200094B2/en active Active
- 2018-10-30 HK HK18113819.2A patent/HK1254773A1/zh unknown
- 2018-10-30 HK HK18113822.7A patent/HK1254776A1/zh unknown
- 2018-10-30 HK HK18113818.3A patent/HK1254772A1/zh unknown
- 2018-10-30 HK HK18113820.9A patent/HK1254774A1/zh unknown
- 2018-10-30 HK HK18113821.8A patent/HK1254775A1/zh unknown
- 2018-12-27 JP JP2018245600A patent/JP6647382B2/ja active Active
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2019
- 2019-05-10 AU AU2019203313A patent/AU2019203313B2/en active Active
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2020
- 2020-01-14 JP JP2020003624A patent/JP6925658B2/ja active Active
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2021
- 2021-07-28 JP JP2021122971A patent/JP7376136B2/ja active Active
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20110236934A1 (en) * | 2005-08-26 | 2011-09-29 | Centre National De La Recherche Scientifique (Cnrs | Production of globosides oligosaccharieds using metabolically engineered microorganisms |
Non-Patent Citations (1)
Title |
---|
Wei Wang et al. Chemoenzymatic synthesis of GDP-l-fucose and the Lewis X glycan derivatives. Proc Natl Acad Sci U S A. 2009 Sep 22; 106(38): 16096–16101. * |
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