Incorporation of carbohydrates and peptides into large triazine-based screening libraries using automated parallel synthesis

被引:65
作者
Gustafson, GR [1 ]
Baldino, CM [1 ]
O'Donnell, MME [1 ]
Sheldon, A [1 ]
Tarsa, RJ [1 ]
Verni, CJ [1 ]
Coffen, DL [1 ]
机构
[1] ArQule Inc, Medford, MA 02155 USA
关键词
D O I
10.1016/S0040-4020(98)00134-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A procedure for the sequential, selective derivatization of cyanuric chloride that allows for the incorporation of carbohydrates and peptides has been elucidated. As a result, large combinatorial arrays of individual derivatives, over 40,000 in all, have been produced in 50 mu mole quantities using automated parallel solution phase synthesis. The use of this technology in a search for protease inhibitors, glycopeptide surrogates and other bioactive compound classes will also be discussed. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4051 / 4065
页数:15
相关论文
共 12 条
  • [1] Baldino CM, 1997, SYNLETT, P488
  • [2] INSECT CHEMOSTERILANTS .V. DERIVATIVES OF MELAMINE
    BORKOVEC, AB
    DEMILO, AB
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1967, 10 (03) : 457 - &
  • [3] DARNELL JE, 1986, MOL CELL BIOL, P583
  • [4] NEW AND EFFICIENT SYNTHESIS OF OLIGOMERIC PORPHYRINS VIA STEPWISE NUCLEOPHILIC-SUBSTITUTION OF AMINOPORPHYRINS TO CYANURIC CHLORIDE
    ICHIHARA, K
    NARUTA, Y
    [J]. CHEMISTRY LETTERS, 1995, (08) : 631 - 632
  • [5] Novel peptidyl alpha-keto amide inhibitors of calpains and other cysteine proteases
    Li, ZZ
    OrtegaVilain, AC
    Patil, GS
    Chu, DL
    Foreman, JE
    Eveleth, DD
    Powers, JC
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (20) : 4089 - 4098
  • [6] MOLECULAR-BASIS FOR THE INHIBITION OF HUMAN ALPHA-THROMBIN BY THE MACROCYCLIC PEPTIDE CYCLOTHEONAMIDE-A
    MARYANOFF, BE
    QIU, XY
    PADMANABHAN, KP
    TULINSKY, A
    ALMOND, HR
    ANDRADEGORDON, P
    GRECO, MN
    KAUFFMAN, JA
    NICOLAOU, KC
    LIU, AJ
    BRUNGS, PH
    FUSETANI, N
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1993, 90 (17) : 8048 - 8052
  • [7] Munoz B, 1994, Bioorg Med Chem, V2, P1085, DOI 10.1016/S0968-0896(00)82058-1
  • [8] INTERACTION OF A PEPTIDOMIMETIC AMINIMIDE INHIBITOR WITH ELASTASE
    PEISACH, E
    CASEBIER, D
    GALLION, SL
    FURTH, P
    PETSKO, GA
    HOGAN, JC
    RINGE, D
    [J]. SCIENCE, 1995, 269 (5220) : 66 - 69
  • [9] A new class of HIV-1 protease inhibitor: The crystallographic structure, inhibition and chemical synthesis of an aminimide peptide isostere
    Rutenber, EE
    McPhee, F
    Kaplan, AP
    Gallion, SL
    Hogan, JC
    Craik, CS
    Stroud, RM
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 1996, 4 (09) : 1545 - 1558
  • [10] STANKOVA M, 1995, M ABSTR, pA20