The synthesis of a novel thio-linked disaccharide of chondroitin as a potential inhibitor of polysaccharide lyases

被引：43
|
作者：
Rye, CS [1 ]
Withers, SG [1 ]
机构：
[1] Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1, Canada
来源：
CARBOHYDRATE RESEARCH | 2004年 / 339卷 / 03期
基金：
加拿大健康研究院; 加拿大自然科学与工程研究理事会;
关键词：
glycosaminoglycan; polysaccharide lyase; Flavobacterium heparinum; chondroitin; chondroitin AC;
D O I：
10.1016/j.carres.2003.12.011
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
A thio-linked disaccharide based on the structure of the glycosaminoglycan chondroitin was synthesized as a potential inhibitor of chondroitin AC lyase from Flavobacterium heparinum for structural analysis of the active site. Instead it was found to be a slow substrate, thereby demonstrating that lyases, in contrast to glycosidases, can cleave thioglycoside links between sugars. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：699 / 703
页数：5
相关论文
共 50 条
  • [1] Convergent synthesis of thio-linked cellohexaose
    Nami, Faranak
    Clausen, Mads
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 250
  • [2] Expeditious synthesis of monosulfated thio-linked disaccharides
    CalvoAsin, JA
    CalvoFlores, FG
    ExpositoLopez, JM
    HernandezMateo, F
    GarciaLopez, JJ
    IsacGarcia, J
    SantoyoGonzalez, F
    VargasBerenguel, A
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (08): : 1079 - 1081
  • [3] Synthesis of a thio-linked Lewis A (Lea) epitope
    Eisele, T
    Windmüller, R
    Schmidt, RR
    CARBOHYDRATE RESEARCH, 1998, 306 (1-2) : 81 - 91
  • [4] Synthesis of the thio-linked ganglioside GM(3) epitope
    Eisele, T
    Schmidt, RR
    LIEBIGS ANNALEN-RECUEIL, 1997, (05): : 865 - 872
  • [5] Synthesis of a thio-linked analogue of sialyl Lewis X
    Eisele, T
    Toepfer, A
    Kretzschmar, G
    Schmidt, RR
    TETRAHEDRON LETTERS, 1996, 37 (09) : 1389 - 1392
  • [6] Synthesis of thio-linked analogues of Lewis X and sialyl Lewis X
    Eisele, T
    Schmidt, RR
    LIEBIGS ANNALEN-RECUEIL, 1997, (07): : 1303 - 1313
  • [7] Solid-phase synthesis of C-terminal thio-linked glycopeptides
    Malkinson, JP
    Falconer, RA
    TETRAHEDRON LETTERS, 2002, 43 (52) : 9549 - 9552
  • [8] Solid-phase synthesis of C-terminal thio-linked glycopeptides
    Malkinson, JP
    Falconer, RA
    BIOPOLYMERS, 2003, 71 (03) : 348 - 349
  • [9] Solid-phase synthesis of C-terminal thio-linked glycopeptides
    Malkinson, John P.
    Falconer, Robert A.
    PEPTIDE REVOLUTION: GENOMICS, PROTEOMICS & THERAPEUTICS, 2004, : 73 - 74
  • [10] Synthesis, characterization, DFT and biological study of new methylene thio-linked coumarin derivatives
    Kadam, Priya R.
    Bodke, Yadav D.
    Pushpavathi, Itte.
    Satyanarayan, N. D.
    Nippu, B. N.
    JOURNAL OF MOLECULAR STRUCTURE, 2023, 1278
12345