SK42594A3 - Method of production of fucosylated carbohydrates - Google Patents

Method of production of fucosylated carbohydrates Download PDF

Info

Publication number
SK42594A3
SK42594A3 SK425-94A SK42594A SK42594A3 SK 42594 A3 SK42594 A3 SK 42594A3 SK 42594 A SK42594 A SK 42594A SK 42594 A3 SK42594 A3 SK 42594A3
Authority
SK
Slovakia
Prior art keywords
compound
group
fucosyltransferase
fucose
acetyl
Prior art date
Application number
SK425-94A
Other languages
English (en)
Slovak (sk)
Inventor
Chi-Huey Wong
Yoshitaka Ichikawa
Gwo-Jenn Shen
Kun-Chin Liu
Original Assignee
Scripps Research Inst
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from US07/961,076 external-priority patent/US6319695B1/en
Application filed by Scripps Research Inst filed Critical Scripps Research Inst
Publication of SK42594A3 publication Critical patent/SK42594A3/sk

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H5/00Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
    • C07H5/02Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium to halogen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H11/00Compounds containing saccharide radicals esterified by inorganic acids; Metal salts thereof
    • C07H11/04Phosphates; Phosphites; Polyphosphates
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H13/00Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
    • C07H13/02Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
    • C07H13/04Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals attached to acyclic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H13/00Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
    • C07H13/02Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
    • C07H13/08Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals directly attached to carbocyclic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/18Acyclic radicals, substituted by carbocyclic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/16Purine radicals
    • C07H19/20Purine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H3/00Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
    • C07H3/06Oligosaccharides, i.e. having three to five saccharide radicals attached to each other by glycosidic linkages
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00Preparation of compounds containing saccharide radicals
    • C12P19/18Preparation of compounds containing saccharide radicals produced by the action of a glycosyl transferase, e.g. alpha-, beta- or gamma-cyclodextrins
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00Preparation of compounds containing saccharide radicals
    • C12P19/26Preparation of nitrogen-containing carbohydrates

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Microbiology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Saccharide Compounds (AREA)
SK425-94A 1991-10-15 1992-10-15 Method of production of fucosylated carbohydrates SK42594A3 (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US77766291A 1991-10-15 1991-10-15
US90126092A 1992-06-19 1992-06-19
US91061292A 1992-07-08 1992-07-08
US07/961,076 US6319695B1 (en) 1991-10-15 1992-10-14 Production of fucosylated carbohydrates by enzymatic fucosylation synthesis of sugar nucleotides; and in situ regeneration of GDP-fucose
PCT/US1992/008789 WO1993008205A1 (fr) 1991-10-15 1992-10-15 Preparation d'hydrates de carbone fucosyles par synthese a flucosylation enzymatique de nucleotides de sucres, et regeneration in situ de gdp-fucose

Publications (1)

Publication Number Publication Date
SK42594A3 true SK42594A3 (en) 1994-10-05

Family

ID=27505746

Family Applications (1)

Application Number Title Priority Date Filing Date
SK425-94A SK42594A3 (en) 1991-10-15 1992-10-15 Method of production of fucosylated carbohydrates

Country Status (13)

Country Link
US (2) US6518418B1 (fr)
EP (1) EP0642526B1 (fr)
JP (1) JPH07500248A (fr)
AT (1) ATE174925T1 (fr)
AU (1) AU675209B2 (fr)
BG (1) BG98713A (fr)
CA (1) CA2121365C (fr)
DE (1) DE69228005T2 (fr)
ES (1) ES2129458T3 (fr)
FI (1) FI941732A (fr)
RO (1) RO118132B1 (fr)
SK (1) SK42594A3 (fr)
WO (1) WO1993008205A1 (fr)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SK42594A3 (en) 1991-10-15 1994-10-05 Scripps Research Inst Method of production of fucosylated carbohydrates
IT1268954B1 (it) * 1994-03-11 1997-03-18 Fidia Advanced Biopolymers Srl Processo per la preparazione di acido ialuronico mediante sintesienzimatica e relative composizioni farmaceutiche
AU4032297A (en) * 1996-09-11 1998-04-02 Yamasa Corporation Process for preparing sugar nucleotide
WO1998022614A1 (fr) * 1996-11-19 1998-05-28 Yamasa Corporation Procede pour produire des nucleosides 5'-triphosphates et utilisation desdits nucleosides
US6274725B1 (en) * 1998-06-02 2001-08-14 Isis Pharmaceuticals, Inc. Activators for oligonucleotide synthesis
DE19908712C2 (de) * 1999-03-01 2002-02-07 Forschungszentrum Juelich Gmbh Verfahren zur Herstellung eines ·1··8·F-markierten Glykosylierungsreagenz
CN102076865B (zh) 2008-05-02 2016-03-16 西雅图基因公司 用于制造核心岩藻糖基化降低的抗体和抗体衍生物的方法和组合物
MX356671B (es) 2010-08-05 2018-06-08 Seattle Genetics Inc Métodos para inhibir fucosilación de proteína in vivo utilizando análogos de fucosa.
EP2678347A4 (fr) * 2011-02-21 2014-10-08 Glycom As Hydrogénolyse catalytique d'une composition d'un mélange de précurseurs d'oligosaccharides et ses utilisations
KR101577127B1 (ko) * 2011-06-09 2015-12-11 산요가세이고교 가부시키가이샤 다당의 제조 방법
CA2882725C (fr) 2012-08-23 2021-03-09 Regents Of The University Of Minnesota Traitement de la drepanocytose et de troubles inflammatoires
CN104876977A (zh) * 2013-07-17 2015-09-02 张家港威胜生物医药有限公司 一种制备1-溴-2,3,4,6-四-O-乙酰基-α-D-吡喃葡萄糖的方法
CN108251474A (zh) * 2018-01-15 2018-07-06 山东大学 Abh人血型抗原的合成方法
KR20210057053A (ko) 2018-08-23 2021-05-20 씨젠 인크. 항-tigit 항체
EP3719135A1 (fr) * 2019-04-01 2020-10-07 Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V. Procédé enzymatique pour la préparation de gdp-fucose
CN116249781A (zh) * 2020-08-10 2023-06-09 因比奥斯公司 在细胞中的含有GlcNAc的生物产品的产生
CN112915565B (zh) * 2021-03-04 2022-04-08 安徽金禾实业股份有限公司 一种旋转式蔗糖-6-酯连续生产设备及生产方法
CN114990175B (zh) * 2021-10-22 2023-03-31 岩唐生物科技(杭州)有限责任公司 一种岩藻糖衍生物的合成方法
CN113960232B (zh) * 2021-10-28 2024-02-20 苏州大学 一种基于唾液特异性岩藻糖基化结构糖谱及其检测方法和应用
WO2023225102A1 (fr) * 2022-05-18 2023-11-23 Glycomine, Inc. Procédés d'écoulement continu pour produire du mannose-1-phosphate, des polymorphes de mannose-1-phosphate, et compositions et utilisations associées
WO2023225364A1 (fr) * 2022-05-20 2023-11-23 Zymtronix Catalytic Systems, Inc. Biofabrication d'oligosaccharides et de dérivés provenant de sucres simples

Family Cites Families (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1544908A (en) * 1975-07-08 1979-04-25 Chembiomed Ltd Artificial oligosaccharide antigenic determinants
US4178210A (en) * 1977-03-07 1979-12-11 Massachusetts Institute Of Technology Accellular synthesis of cephalosporins
US4235871A (en) 1978-02-24 1980-11-25 Papahadjopoulos Demetrios P Method of encapsulating biologically active materials in lipid vesicles
US4973679A (en) * 1981-03-27 1990-11-27 University Patents, Inc. Process for oligonucleo tide synthesis using phosphormidite intermediates
FR2509313A1 (fr) * 1981-07-08 1983-01-14 Choay Sa Derives de 3-fucosyl-n-acetyl lactosamine, leur preparation et leurs applications biologiques
DE3220427A1 (de) * 1982-05-29 1983-12-01 Behringwerke Ag, 3550 Marburg Ss-d-galactosederivate, verfahren zu ihrer herstellung und ihre verwendung
US4770994A (en) * 1982-07-30 1988-09-13 Abbott Laboratories Determination of carbohydrate acceptors
US4501728A (en) 1983-01-06 1985-02-26 Technology Unlimited, Inc. Masking of liposomes from RES recognition
EP0263533A3 (fr) * 1983-03-01 1990-05-30 C.R.C. Compagnia di Ricerca Chimica S.p.A. Méthode pour la préparation de cytidine monophosphate de l'acide 5-acétamido-3,5-didéoxy-D-glycéro-D-galactononulosaminique
JPS63502716A (ja) 1986-03-07 1988-10-13 マサチューセッツ・インステチュート・オブ・テクノロジー 糖タンパク安定性の強化方法
US4925796A (en) * 1986-03-07 1990-05-15 Massachusetts Institute Of Technology Method for enhancing glycoprotein stability
DE3626915A1 (de) * 1986-08-08 1988-02-11 Hoechst Ag Verfahren zur enzymatischen synthese eines n-acetylneuraminsaeure-haltigen trisaccharids
US4837028A (en) 1986-12-24 1989-06-06 Liposome Technology, Inc. Liposomes with enhanced circulation time
US5079353A (en) * 1987-12-02 1992-01-07 Chembiomed, Ltd. Sialic acid glycosides, antigens, immunoadsorbents, and methods for their preparation
US5344870A (en) 1987-12-02 1994-09-06 Alberta Research Council Sialic acid glycosides, antigens, immunoadsorbents, and methods for their preparation
SE466403B (sv) 1988-03-24 1992-02-10 Kurt G I Nilsson Saett att syntetisera oligosackarider
US5109126A (en) * 1988-12-06 1992-04-28 Worcester Foundation For Experimental Biology 5'[2'(3')-O-(2,4,6-trinitrophenyl) pyprimidine nucleoside]diphosphate 1-glycosides
WO1991016449A1 (fr) 1990-04-16 1991-10-31 The Trustees Of The University Of Pennsylvania Compositions saccharides et procedes et appareil servant a les synthetiser
AU668505B2 (en) * 1991-03-18 1996-05-09 Scripps Research Institute, The Oligosaccharide enzyme substrates and inhibitors: methods and compositions
US5278299A (en) 1991-03-18 1994-01-11 Scripps Clinic And Research Foundation Method and composition for synthesizing sialylated glycosyl compounds
TW213952B (fr) 1991-04-09 1993-10-01 Hoechst Ag
US5352670A (en) 1991-06-10 1994-10-04 Alberta Research Council Methods for the enzymatic synthesis of alpha-sialylated oligosaccharide glycosides
SK42594A3 (en) 1991-10-15 1994-10-05 Scripps Research Inst Method of production of fucosylated carbohydrates
US5220008A (en) 1991-11-22 1993-06-15 E. I. Du Pont De Nemours And Company Oligosaccharide inhibitors for influenza virus

Also Published As

Publication number Publication date
FI941732A (fi) 1994-06-14
DE69228005T2 (de) 1999-07-15
US6518418B1 (en) 2003-02-11
BG98713A (bg) 1995-05-31
AU675209B2 (en) 1997-01-30
EP0642526B1 (fr) 1998-12-23
EP0642526A1 (fr) 1995-03-15
CA2121365A1 (fr) 1993-04-29
FI941732A0 (fi) 1994-04-14
ATE174925T1 (de) 1999-01-15
EP0642526A4 (fr) 1996-04-10
US7335500B2 (en) 2008-02-26
WO1993008205A1 (fr) 1993-04-29
CA2121365C (fr) 2000-11-28
DE69228005D1 (de) 1999-02-04
US20020068331A1 (en) 2002-06-06
ES2129458T3 (es) 1999-06-16
AU2785492A (en) 1993-05-21
RO118132B1 (ro) 2003-02-28
JPH07500248A (ja) 1995-01-12

Similar Documents

Publication Publication Date Title
US6319695B1 (en) Production of fucosylated carbohydrates by enzymatic fucosylation synthesis of sugar nucleotides; and in situ regeneration of GDP-fucose
SK42594A3 (en) Method of production of fucosylated carbohydrates
JP3476455B2 (ja) NeuAcα2、6Galβ1、4GlcNAc及びシアリルLexの合成法
Burkart et al. Chemo-enzymatic synthesis of fluorinated sugar nucleotide: useful mechanistic probes for glycosyltransferases
JP3759603B2 (ja) 多酵素及びcmp−シアル酸再生系を使用するオリゴ糖のワンポット合成
CA2218246C (fr) Synthese enzymatique de liaisons glycosidiques
US5461143A (en) Oligosaccharide enzyme substrates and inhibitors: methods and compositions
US5770407A (en) Process for preparing nucleotide inhibitors of glycosyltransferases
US5952203A (en) Oligosaccharide synthesis using activated glycoside derivative, glycosyl transferase and catalytic amount of nucleotide phosphate
Izumi et al. Bisubstrate analogues as glycosyltransferase inhibitors
US5618705A (en) Synthesis of anti-inflammatory compounds and novel trisaccharides useful in the synthesis of anti-inflammatory compounds
Sala et al. UDP-N-trifluoroacetylglucosamine as an alternative substrate in N-acetylglucosaminyltransferase reactions
Ogawa et al. Synthesis of β-d-GlcpNAc-(1→ 2)-5a-carba-α-d-Manp-(1→ 6)-β-d-Glcp-O (CH2) 7CH3: a reactive acceptor analog for N-acetylglucosaminyltransferase-V
Kajimoto et al. Synthesis of glycosyltransferase inhibitors
RU2125092C1 (ru) Способ получения фукозилированного углевода, способ получения фукозилированной сиалилированной углеводной молекулы, реакционная система in vitro
Guo et al. Utilization of glycosyltransferases to change oligosaccharide structures
Mukherjee et al. Synthesis and enzymatic evaluation of modified acceptors of recombinant blood group A and B glycosyltransferases
Helland et al. Methyl 3-amino-3-deoxy-β-d-galactopyranosyl-(1→ 4)-2-acetamido-2-deoxy-β-d-glucopyranoside: An inhibitor of UDP-D-galactose: β-d-galactopyranosyl-(1→ 4)-2-acetamido-2-deoxy-d-glucose (1→ 3)-α-d-galactopyranosyltransferase
Guo One-Pot Enzymatic Synthesis of UDP-GlcA and UDP-GalA and Chemoenzymatic Synthesis of a Library of Human Milk Oligosaccharides and Enzymatic Synthsis of O-antigen from P. aeruginosa serotype O11
Ichikawa Enzymatic synthesis of oligosaccharides and glycopeptides
Heissigerová et al. Synthesis of D-galactopyranosylphosphonic and (D-galactopyranosylmethyl) phosphonic acids as intermediates of inhibitors of galactosyltransferases
Davis et al. The uses of glycoprocessing enzymes in synthesis
Huang Chemo-enzymatic synthesis of oligosaccharides and carbohydrate mimetics: Applications to the study of cell-adhesion events
Pijnenborg et al. Investigation of substrate based inhibitors of glycosaminoglycan biosynthesis
Singh Chemical-enzymatic synthesis of ligands of E-selectin