An improved deblocking agent for direct Fmoc solid-phase synthesis of peptide thioesters

被引:31
作者
Bu, XZ
Xie, GY
Law, CW
Guo, ZH [1 ]
机构
[1] Hong Kong Univ Sci & Technol, Dept Chem, Kowloon, Hong Kong, Peoples R China
[2] Hong Kong Univ Sci & Technol, Biotechnol Res Ctr, Kowloon, Hong Kong, Peoples R China
关键词
D O I
10.1016/S0040-4039(02)00237-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
To synthesize peptide thioesters directly on a solid support for use as substrate analogues for thioesterases in non-ribosomal peptide synthases, we modified a reagent compatible with Fmoc solid-phase peptide synthesis that efficiently removes the protecting group while keeping the thioester intact. The deprotecting reagent, consisting of DBU and HOBt, was successfully used to prepare a decapeptide in high yield. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2419 / 2422
页数:4
相关论文
共 14 条
  • [1] Chan W. C., 2000, BASIC PROCEDURES, P41
  • [2] Clippingdale AB, 2000, J PEPT SCI, V6, P225, DOI 10.1002/(SICI)1099-1387(200005)6:5<225::AID-PSC244>3.3.CO
  • [3] 2-K
  • [4] SYNTHESIS OF PROTEINS BY NATIVE CHEMICAL LIGATION
    DAWSON, PE
    MUIR, TW
    CLARKLEWIS, I
    KENT, SBH
    [J]. SCIENCE, 1994, 266 (5186) : 776 - 779
  • [5] Preparation of peptide thioesters using Fmoc-solid-phase peptide synthesis and its application to the construction of a template-assembled synthetic protein (TASP)
    Futaki, S
    Sogawa, K
    Maruyama, J
    Asahara, T
    Niwa, M
    Hojo, H
    [J]. TETRAHEDRON LETTERS, 1997, 38 (35) : 6237 - 6240
  • [6] Solid phase synthesis of peptide C-terminal thioesters by Fmoc/t-Bu chemistry
    Ingenito, R
    Bianchi, E
    Fattori, D
    Pessi, A
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (49) : 11369 - 11374
  • [7] CHEMICAL SYNTHESIS OF PEPTIDES AND PROTEINS
    KENT, SBH
    [J]. ANNUAL REVIEW OF BIOCHEMISTRY, 1988, 57 : 957 - 989
  • [8] Direct preparation of peptide thioesters using an Fmoc solid-phase method
    Li, XQ
    Kawakami, T
    Aimoto, S
    [J]. TETRAHEDRON LETTERS, 1998, 39 (47) : 8669 - 8672
  • [9] Modular peptide synthetases involved in nonribosomal peptide synthesis
    Marahiel, MA
    Stachelhaus, T
    Mootz, HD
    [J]. CHEMICAL REVIEWS, 1997, 97 (07) : 2651 - 2673
  • [10] SOLID PHASE PEPTIDE SYNTHESIS .1. SYNTHESIS OF A TETRAPEPTIDE
    MERRIFIELD, RB
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (14) : 2149 - &