Protein Chemical Synthesis by Ligation of Peptide Hydrazides

被引:630
作者
Fang, Ge-Min [1 ]
Li, Yi-Ming [1 ]
Shen, Fei [1 ]
Huang, Yi-Chao [1 ]
Li, Jia-Bin [1 ]
Lin, Yun [1 ]
Cui, Hong-Kui [1 ]
Liu, Lei [1 ]
机构
[1] Tsinghua Univ, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ, Dept Chem, Beijing 100084, Peoples R China
关键词
native chemical ligation; peptide hydrazides; protein chemical synthesis; protein design; proteins; KINETICALLY CONTROLLED LIGATION; SOLID-PHASE SYNTHESIS; POLYPEPTIDES; FRAGMENTS; MECHANISM; SEGMENTS; SEQUENCE; INSIGHTS; SUPPORT; RESIN;
D O I
10.1002/anie.201100996
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
pH determines selectivity: The ligation of peptide hydrazides is a new method for protein chemical synthesis that is complementary to native chemical ligation. Peptide hydrazides may be the long-sought reagent equivalent to a "thioester synthon", one that is stable to the conditions of native chemical ligation. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:7645 / 7649
页数:5
相关论文
共 44 条
  • [1] HiS6 tag-assisted chemical protein synthesis
    Bang, D
    Kent, SBH
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2005, 102 (14) : 5014 - 5019
  • [2] Total chemical synthesis of crambin
    Bang, D
    Chopra, N
    Kent, SBH
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (05) : 1377 - 1383
  • [3] Bang D., 2006, ANGEW CHEM, V118, P4089
  • [4] Kinetically controlled ligation for the convergent chemical synthesis of proteins
    Bang, Duhee
    Pentelute, Brad L.
    Kent, Stephen B. H.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (24) : 3985 - 3988
  • [5] Total chemical synthesis of a functional interacting protein pair: The protooncogene H-Ras and the Ras-binding domain of its effector c-Raf1
    Becker, CFW
    Hunter, CL
    Seidel, R
    Kent, SBH
    Goody, RS
    Engelhard, M
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2003, 100 (09) : 5075 - 5080
  • [6] Bode J.W., 2006, ANGEW CHEM, V118, P1270, DOI DOI 10.1021/JA204277B
  • [7] Chemoselective amide ligations by decarboxylative condensations of N-alkylhydroxylamines and α-ketoacids
    Bode, JW
    Fox, RM
    Baucom, KD
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (08) : 1248 - 1252
  • [8] DNA-SEQUENCE AND MUTATIONAL ANALYSIS OF GENES INVOLVED IN THE PRODUCTION AND RESISTANCE OF THE ANTIBIOTIC PEPTIDE TRIFOLITOXIN
    BREIL, BT
    LUDDEN, PW
    TRIPLETT, EW
    [J]. JOURNAL OF BACTERIOLOGY, 1993, 175 (12) : 3693 - 3702
  • [9] Protein synthesis by solid-phase chemical ligation using a safety catch linker
    Brik, A
    Keinan, E
    Dawson, PE
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (12) : 3829 - 3835
  • [10] Fmoc-based synthesis of peptide α-thioesters using an aryl hydrazine support
    Camarero, JA
    Hackel, BJ
    de Yoreo, JJ
    Mitchell, AR
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (12) : 4145 - 4151