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
  • [41] Study of 1-deoxy-D-xylulose-5-phosphate reductoisomerase: Synthesis and evaluation of fluorinated substrate analogues
    Wong, A
    Munos, JW
    Devasthali, V
    Johnson, KA
    Liu, HW
    ORGANIC LETTERS, 2004, 6 (20) : 3625 - 3628
  • [42] The donor substrate spectrum of recombinant sucrose synthase 1 from potato for the synthesis of sucrose analogues
    Römer, U
    Rupprath, C
    Elling, L
    ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (6-7) : 684 - 686
  • [43] Biological Evaluation of Uridine Derivatives of 2-Deoxy Sugars as Potential Antiviral Compounds against Influenza A Virus
    Krol, Ewelina
    Wandzik, Ilona
    Krejmer-Rabalska, Martyna
    Szewczyk, Boguslaw
    INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2017, 18 (08)
  • [44] Antiviral Activity of Uridine Derivatives of 2-Deoxy Sugars against Tick-Borne Encephalitis Virus
    Krol, Ewelina
    Wandzik, Ilona
    Brzuska, Gabriela
    Eyer, Ludek
    Ruzek, Daniel
    Szewczyk, Boguslaw
    MOLECULES, 2019, 24 (06)
  • [45] NUCLEIC-ACID COMPONENTS AND THEIR ANALOGS .154. NUCLEOSIDE AND NUCLEOTIDE DERIVATIVES OF ALPHA-URIDINE, 2'-DEOXY-ALPHA-URIDINE AND 2'-DEOXY-ALPHA-CYTIDINE, AND THEIR AFFINITY TOWARDS NUCLEOLYTIC ENZYMES
    HOLY, A
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1973, 38 (01) : 100 - 114
  • [46] NUCLEIC ACIDS COMPONENTS AND THEIR ANALOGUES .74. USE OF 2-DEOXY-D-RIBOSE-O-BENZYL DERIVATIVES IN SYNTHESIS OF NUCLEOSIDES
    SMIJKAL, J
    FARKAS, J
    SORM, F
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1966, 31 (01) : 291 - &
  • [47] Synthesis of 4-deoxy analogues of 2-acetamido2-deoxy-D-glucose and 2-acetamido-2-deoxy-D-xylose and their effects on glycoconjugate biosynthesis
    Berkin, A
    Szarek, MA
    Plenkiewicz, J
    Szarek, WA
    Kisilevsky, R
    CARBOHYDRATE RESEARCH, 2000, 325 (01) : 30 - 45
  • [48] 5-NITRO-2-PYRIDYL-1-THIOGLUCOSIDES: APPLICATION IN SYNTHESIS OF ANALOGUES OF GLYCOSYLTRANSFERASES NATURAL SUBSTRATES
    Pastuch, Gabriela
    Komor, Roman
    Grec, Marta
    Szeja, Wieslaw
    ACTA POLONIAE PHARMACEUTICA, 2010, 67 (06): : 642 - 651
  • [49] Synthesis and P2Y2 receptor agonist activities of uridine 5′-phosphonate analogues
    Van Poecke, Sara
    Barrett, Matthew O.
    Kumar, T. Santhosh
    Sinnaeve, Davy
    Martins, Jose C.
    Jacobson, Kenneth A.
    Harden, T. Kendall
    Van Calenbergh, Serge
    BIOORGANIC & MEDICINAL CHEMISTRY, 2012, 20 (07) : 2304 - 2315
  • [50] CONVENIENT SYNTHESIS OF 2-DEOXY-2-FLUORO-L-TALOSE DERIVATIVES
    DEAL, ST
    HORTON, D
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1990, 200 : 38 - CARB
12345