Inhibition of chitin synthetase from Saccharomyces cerevisiae by a new UDP-GlcNAc analogue

被引:13
作者
Behr, JB
Gautier-Lefebvre, I
Mvondo-Evina, C
Guillerm, G
Ryder, NS
机构
[1] UFR Sci, UMR 6519, Chim Bioorgan Lab, F-51687 Reims, France
[2] Novartis Res Inst, A-1235 Vienna, Austria
来源
JOURNAL OF ENZYME INHIBITION | 2001年 / 16卷 / 02期
关键词
chitin synthetase; inhibition; transition state analogue; glycosyltransferase; azasugar nucleotide; UDP-GlcNAc analogue;
D O I
10.1080/14756360109162360
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
The synthesis and biological evaluation of a new UDP-GlcNAc competitor (I), designed to mimic the transition state of the sugar donor in the enzymatic reaction catalysed by chitin synthetase, is described. Compound (I) was found to competitively inhibit chitin synthetase from Saccharomyces cerevisiae with respect to UDP-G1cNAc, but displayed minimal antifungal activity.
引用
收藏
页码:107 / 112
页数:6
相关论文
共 29 条
  • [1] BECKER JM, 1983, J GEN MICROBIOL, V71, P301
  • [2] CABIB E, 1987, ADV ENZYMOL RAMB, V59, P59
  • [3] CABIB E, 1972, METHOD ENZYMOL, V28, P572
  • [4] CHARACTERIZATION OF CHITIN SYNTHASE FROM BOTRYTIS-CINEREA
    CAUSIER, BE
    MILLING, RJ
    FOSTER, SG
    ADAMS, DJ
    [J]. MICROBIOLOGY-UK, 1994, 140 : 2199 - 2205
  • [5] Cleland W W, 1977, Adv Enzymol Relat Areas Mol Biol, V45, P273
  • [6] STRUCTURE-ACTIVITY-RELATIONSHIPS OF THE NIKKOMYCINS
    DECKER, H
    ZAHNER, H
    HEITSCH, H
    KONIG, WA
    FIEDLER, HP
    [J]. JOURNAL OF GENERAL MICROBIOLOGY, 1991, 137 : 1805 - 1813
  • [7] SYNTHESIS OF NEW POLYOXIN DERIVATIVES AND THEIR ACTIVITY AGAINST CHITIN SYNTHASE FROM CANDIDA-ALBICANS
    EMMER, G
    RYDER, NS
    GRASSBERGER, MA
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1985, 28 (03) : 278 - 281
  • [8] MECHANISM OF ACTION OF ANTIFUGAL AGENT POLYOXIN-D
    ENDO, A
    KAKIKI, K
    MISATO, T
    [J]. JOURNAL OF BACTERIOLOGY, 1970, 104 (01) : 189 - &
  • [9] EVINA CM, 1996, THESIS U REIMS FRANC
  • [10] FAHNRICH V, 1981, EUR J BIOCHEM, V121, P113