Synthesis of 2-deoxy-hexopyranosyl derivatives of uridine as donor substrate analogues for glycosyltransferases

被引：12
|
作者：
Wandzik, Ilona [1 ]
Bieg, Tadeusz [1 ]
Czaplicka, Marianna [2 ]
机构：
[1] Silesian Tech Univ, Fac Chem, Dept Organ Chem Bioorgan Chem & Biotechnol, PL-44100 Gliwice, Poland
[2] Inst Nonferrous Met, PL-4410 Gliwice, Poland
来源：
BIOORGANIC CHEMISTRY | 2009年 / 37卷 / 06期
关键词：
Glycosyltransferases; Donor substrate analogues; Glycals;
D O I：
10.1016/j.bioorg.2009.08.001
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 series of 2-deoxy-hexopyranosyl derivatives of uridine have been synthesized as analogues of UDP-sugar. These compounds were tested as inhibitors against bovine beta-1,4-galactosyltransferase I in fluorescent assays and showed no significant inhibition. (C) 2009 Elsevier Inc. All rights reserved.
引用
收藏
页码：211 / 216
页数：6
相关论文
共 50 条
  • [11] ANALOGS OF NUCLEOSIDES .11. 2',3'-CARBONATES IN SYNTHESIS OF URIDINE 5'-DEOXY AND 2',5'-DIDEOXY DERIVATIVES
    HEIN, L
    DRASER, P
    BERANEK, J
    NUCLEIC ACIDS RESEARCH, 1976, 3 (04) : 1125 - 1137
  • [12] Synthesis and Preliminary Evaluation of Biological Activity of Glycoconjugates Analogues of Acyclic Uridine Derivatives
    Komor, Roman
    Pastuch-Gawolek, Gabriela
    Krol, Ewelina
    Szeja, Wieslaw
    MOLECULES, 2018, 23 (08)
  • [13] Synthesis of 2-deoxy-alpha and -beta-D-arabino-hexopyranosyl phosphonic acids and related compounds; analogues of early intermediates in the shikimate pathway
    Barnes, NJ
    Probert, MA
    Wightman, RH
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (05): : 431 - 438
  • [14] SYNTHESIS OF 5-FLUORO-2'-DEOXY-BETA-URIDINE
    AOYAMA, H
    KUSAYANAGI, Y
    YOTSUJI, M
    KITAYAMA, I
    YAMAGUCHI, T
    KODAMA, T
    NIPPON KAGAKU KAISHI, 1986, (12) : 1765 - 1770
  • [15] Anti-influenza A virus activity of uridine derivatives of 2-deoxy sugars
    Krol, Ewelina
    Wandzik, Ilona
    Gromadzka, Beata
    Nidzworski, Dawid
    Rychlowska, Malgorzata
    Matlacz, Marta
    Tyborowska, Jolanta
    Szewczyk, Boguslaw
    ANTIVIRAL RESEARCH, 2013, 100 (01) : 90 - 97
  • [16] SYNTHESIS OF 2'-DEOXY-PSI-URIDINE, 2'-DEOXY-1-METHYL-PSI-URIDINE AND 2'-DEOXY-PSI-ISOCYTIDINE, THE C-NUCLEOSIDE ISOSTERES OF DEOXYURIDINE, THYMIDINE AND DEOXYCYTIDINE
    MATSUDA, A
    PANKIEWICZ, K
    WATANABE, KA
    FOX, JJ
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1981, 182 (AUG): : 44 - CARB
  • [17] An efficient synthesis of protected 2-deoxy-streptamine and analogues
    da Silva, ET
    Le Hyaric, M
    Machado, AS
    de Almeida, MV
    TETRAHEDRON LETTERS, 1998, 39 (37) : 6659 - 6662
  • [18] NUCLEOSIDES .130. SYNTHESIS OF "2'-DEOXY-2'-SUBSTITUTED-PSI-URIDINE AND "5'-DEOXY-5'-SUBSTITUTED-PSI-URIDINE DERIVATIVES - CRYSTALLINE AND MOLECULAR-STRUCTURE OF 2'-CHLORO-2'-DEOXY-1,3-DIMETHYL-PSI-URIDINE - STUDIES DIRECTED TOWARD THE SYNTHESIS OF 2'-DEOXY-2'-SUBSTITUTED-ARABINO-NUCLEOSIDES .1.
    PANKIEWICZ, KW
    WATANABE, KA
    TAKAYANAGI, H
    ITOH, T
    OGURA, H
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1985, 22 (06) : 1703 - 1710
  • [19] Towards inhibitors of glycosyltransferases: A novel approach to the synthesis of 3-acetamido-3-deoxy-D-psicofuranose derivatives
    Bella, Maros
    Koos, Miroslav
    Lin, Chun-Hung
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2015, 11 : 1547 - 1552
  • [20] CHEMICAL SYNTHESIS OF 2'-DEOXY-5-(TRIFLUOROMETHYL)URIDINE AND ALPHA ANOMER
    RYAN, KJ
    ACTON, EM
    GOODMAN, L
    JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (04): : 1181 - &
12345