CN105473728A - 用于制备唾液酸衍生物的方法 - Google Patents

用于制备唾液酸衍生物的方法 Download PDF

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Publication number
CN105473728A
CN105473728A CN201480042946.2A CN201480042946A CN105473728A CN 105473728 A CN105473728 A CN 105473728A CN 201480042946 A CN201480042946 A CN 201480042946A CN 105473728 A CN105473728 A CN 105473728A
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China
Prior art keywords
cmp
sialyltransferase
sialic acid
reaction
acid
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CN201480042946.2A
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Chinese (zh)
Inventor
禹真锡
金秉祺
金大熙
崔允姬
宋在京
姜善烨
徐元敏
梁智英
李尙美
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GENE CHEM Inc
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GENE CHEM Inc
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    • 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
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/10—Transferases (2.)
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/02—Acyclic radicals, not substituted by cyclic structures
    • C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20—Carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K9/00—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof
    • C07K9/006—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence being part of a ring structure
    • C07K9/008—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence being part of a ring structure directly attached to a hetero atom of the saccharide radical, e.g. actaplanin, avoparcin, ristomycin, vancomycin
    • 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
    • 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
    • C12P19/12—Disaccharides
    • 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
    • C12P19/26—Preparation of nitrogen-containing carbohydrates
    • 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
    • C12P19/44—Preparation of O-glycosides, e.g. glucosides
    • 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
    • C12P19/44—Preparation of O-glycosides, e.g. glucosides
    • C12P19/60—Preparation of O-glycosides, e.g. glucosides having an oxygen of the saccharide radical directly bound to a non-saccharide heterocyclic ring or a condensed ring system containing a non-saccharide heterocyclic ring, e.g. coumermycin, novobiocin
    • 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
    • C12P21/00—Preparation of peptides or proteins
    • C12P21/005—Glycopeptides, glycoproteins
    • 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
    • Y02P20/582—Recycling of unreacted starting or intermediate materials

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Biotechnology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Molecular Biology (AREA)
  • Medicinal Chemistry (AREA)
  • Biophysics (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Biomedical Technology (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)
  • Enzymes And Modification Thereof (AREA)
CN201480042946.2A 2013-05-31 2014-05-30 用于制备唾液酸衍生物的方法 Pending CN105473728A (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
KR10-2013-0062733 2013-05-31
KR1020130062733A KR101525230B1 (ko) 2013-05-31 2013-05-31 시알산 유도체의 제조방법
PCT/KR2014/004823 WO2014193183A1 (ko) 2013-05-31 2014-05-30 시알산 유도체의 제조방법

Publications (1)

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CN105473728A true CN105473728A (zh) 2016-04-06

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US (1) US9637768B2 (https=)
EP (1) EP3009516A4 (https=)
JP (1) JP6129412B2 (https=)
KR (1) KR101525230B1 (https=)
CN (1) CN105473728A (https=)
WO (1) WO2014193183A1 (https=)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106520864A (zh) * 2016-09-28 2017-03-22 南京农业大学 一种酶法合成唾液酸类似物的方法及其应用
CN108409810A (zh) * 2018-03-30 2018-08-17 广州中医药大学(广州中医药研究院) 紫杉烷类化合物糖基化衍生物及其制备方法和应用
CN110396532A (zh) * 2019-08-23 2019-11-01 中国科学院合肥物质科学研究院 一种制备唾液酸乳糖的方法
CN111233949A (zh) * 2020-02-10 2020-06-05 天津科技大学 一种神经节苷脂gm3和/或其类似物、合成方法和应用
CN111248289A (zh) * 2018-11-30 2020-06-09 内蒙古伊利实业集团股份有限公司 一种组合物、其制备方法及用途
CN111394292A (zh) * 2020-03-30 2020-07-10 江南大学 一种多途径复合产神经氨酸枯草芽孢杆菌及其应用
WO2021180250A1 (zh) * 2020-03-10 2021-09-16 西北大学 一种用于抑制白色念珠菌的制剂
CN114736884A (zh) * 2022-05-11 2022-07-12 中国科学院合肥物质科学研究院 一种胞苷单磷酸激酶突变体及其基因和应用

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20150210753A1 (en) 2012-07-26 2015-07-30 Momenta Pharmaceuticals, Inc. Glycoproteins with anti-inflammatory properties
WO2014186310A1 (en) 2013-05-13 2014-11-20 Momenta Pharmaceuticals, Inc. Methods for the treatment of neurodegeneration
EP3058084A4 (en) 2013-10-16 2017-07-05 Momenta Pharmaceuticals, Inc. Sialylated glycoproteins
EP4024728B1 (en) 2014-09-23 2025-11-26 Huawei Technologies Co., Ltd. Transmitter, receiver and methods for transmitting/ receiving synchronisation signals
SG11202000640RA (en) * 2017-07-26 2020-02-27 Jennewein Biotechnologie Gmbh Sialyltransferases and their use in producing sialylated oligosaccharides
JP6559763B2 (ja) * 2017-12-14 2019-08-14 ホアウェイ・テクノロジーズ・カンパニー・リミテッド 送信機、受信機、および同期信号を送信／受信するための方法
AU2018386217A1 (en) * 2017-12-15 2020-07-02 Glycosyn LLC Sialyltransferases and uses thereof
CN113952464B (zh) * 2018-03-06 2024-10-15 江苏吉贝尔药业股份有限公司 含酮羰基的疏水性抗肿瘤药物及其应用
GB2573539A (en) 2018-05-09 2019-11-13 Mjn Us Holdings Llc Wellbeing supplement for postpartum maternal nutrition
US20220089631A1 (en) * 2018-08-23 2022-03-24 Genechem Inc. Compound comprising multivalent sialyloligosaccharide residues, and composition for preventing or treating viral infection diseases, containing same as active ingredient
KR102245274B1 (ko) 2019-01-28 2021-04-27 재단법인 지능형 바이오 시스템 설계 및 합성 연구단 최소 유전체를 갖는 신규 미생물 및 이의 제조 방법
EP3892731A1 (en) * 2020-04-08 2021-10-13 Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V. Enzymatic method for preparation of cmp-neu5ac
KR20230099676A (ko) * 2021-12-27 2023-07-04 주식회사 진켐 시알릴락토스를 이용한 혈뇌장벽 투과용 약물 전달체
CN119351382A (zh) * 2023-11-28 2025-01-24 深圳瑞德林生物技术有限公司 酶组合物及其在制备唾液酸乳糖中的应用
CN119662773A (zh) * 2024-11-12 2025-03-21 深圳瑞德林生物技术有限公司 高通量平板筛选3-唾液酸转移酶突变体的试剂和方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101668850A (zh) * 2006-12-15 2010-03-10 基因化学株式会社 新的n-乙酰葡糖胺-2-表异构酶以及使用该酶生产cmp-神经氨酸的方法
CN103108956A (zh) * 2010-07-16 2013-05-15 格力康公司 新型唾液酸寡糖衍生物的合成

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3937891A1 (de) 1989-11-15 1991-05-16 Forschungszentrum Juelich Gmbh Enzymatisches verfahren zur herstellung von n-acetylneuraminsaeure
JP3131655B2 (ja) 1992-02-03 2001-02-05 マルキン忠勇株式会社 Ｎ−アセチルノイラミン酸の製造法
JP3418764B2 (ja) 1994-03-25 2003-06-23 マルキンバイオ株式会社 エピメラーゼ
ATE222294T1 (de) * 1995-04-11 2002-08-15 Neose Technologies Inc Verbesserte verfahren zur enzymatischen synthese von oligosacchariden
JP3944866B2 (ja) 1996-06-18 2007-07-18 マルキンバイオ株式会社 Ｎ−アセチルノイラミン酸シンターゼ、及びこれを用いるｎ−アセチルノイラミン酸の製造方法
US6846656B1 (en) 1999-08-30 2005-01-25 Kyowa Hakko Kogyo Co., Ltd. Process for producing N-acetylneuraminic acid
WO2004009830A1 (ja) 2002-07-18 2004-01-29 Yamasa Corporation Cmp-n-アセチルノイラミン酸の製造法

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101668850A (zh) * 2006-12-15 2010-03-10 基因化学株式会社 新的n-乙酰葡糖胺-2-表异构酶以及使用该酶生产cmp-神经氨酸的方法
CN103108956A (zh) * 2010-07-16 2013-05-15 格力康公司 新型唾液酸寡糖衍生物的合成

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
DAE HEE KIM: "Glycosylation including sialydation of small molecule by addition of nucleotide-sugars", 《DOCTORAL DISSERTATION UNIVERSITY，REPUBLIC SUN MOON OF KOREA》 *
GO SUGIARTO，等。: "Decreasing the sialidase activity of multifunctional Pasteurella multocida [alpha] 2-3-sialyltransferase 1(PmSTl) by site-directed mutagenesis", <MOLECULAR BIOSYSTEMS> *
NAM SOO HAN等: "Biotechnological production of human milk oligosaccharides", 《BIOTECHNOLOGY ADVANCES》 *

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106520864A (zh) * 2016-09-28 2017-03-22 南京农业大学 一种酶法合成唾液酸类似物的方法及其应用
CN108409810A (zh) * 2018-03-30 2018-08-17 广州中医药大学(广州中医药研究院) 紫杉烷类化合物糖基化衍生物及其制备方法和应用
CN111248289A (zh) * 2018-11-30 2020-06-09 内蒙古伊利实业集团股份有限公司 一种组合物、其制备方法及用途
CN110396532A (zh) * 2019-08-23 2019-11-01 中国科学院合肥物质科学研究院 一种制备唾液酸乳糖的方法
CN111233949A (zh) * 2020-02-10 2020-06-05 天津科技大学 一种神经节苷脂gm3和/或其类似物、合成方法和应用
WO2021180250A1 (zh) * 2020-03-10 2021-09-16 西北大学 一种用于抑制白色念珠菌的制剂
CN111394292A (zh) * 2020-03-30 2020-07-10 江南大学 一种多途径复合产神经氨酸枯草芽孢杆菌及其应用
CN114736884A (zh) * 2022-05-11 2022-07-12 中国科学院合肥物质科学研究院 一种胞苷单磷酸激酶突变体及其基因和应用
CN114736884B (zh) * 2022-05-11 2023-10-20 中国科学院合肥物质科学研究院 一种胞苷单磷酸激酶突变体及其基因和应用

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Publication number Publication date
EP3009516A4 (en) 2017-02-15
WO2014193183A1 (ko) 2014-12-04
US9637768B2 (en) 2017-05-02
US20160130621A1 (en) 2016-05-12
KR101525230B1 (ko) 2015-06-01
JP2016519952A (ja) 2016-07-11
EP3009516A1 (en) 2016-04-20
JP6129412B2 (ja) 2017-05-17
KR20140141228A (ko) 2014-12-10

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Application publication date: 20160406