Solid-phase synthesis of palmitoylated and farnesylated lipopeptides employing the fluoride-labile PTMSEL linker

被引：7
|
作者：
Lumbierres, M
Palomo, JM
Kragol, G
Waldmann, H
机构：
[1] Max Planck Inst Mol Physiol, Abt Chem Biol, D-44227 Dortmund, Germany
[2] Univ Dortmund, Fachbereich 3, D-44221 Dortmund, Germany
来源：
TETRAHEDRON LETTERS | 2006年 / 47卷 / 16期
关键词：
lipopeptides; solid-phase synthesis; linker groups; Ras protein;
D O I：
10.1016/j.tetlet.2006.02.109
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Acid- and base-labile S-palmitoylated and S-farnesylated lipopeptides can be synthesized in high overall yield employing the (2-phenyl-2-trimethylsilyl) ethyl (PTMSEL) linker for anchoring to and release under almost neutral conditions from the solid Support. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2671 / 2674
页数：4
相关论文
共 50 条
  • [1] New fluoride-labile linkers for solid-phase organic synthesis
    Routledge, A
    Stock, HT
    Flitsch, SL
    Turner, NJ
    TETRAHEDRON LETTERS, 1997, 38 (47) : 8287 - 8290
  • [2] An oxidation-labile traceless linker for solid-phase synthesis
    Stieber, F
    Grether, U
    Waldmann, H
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1999, 38 (08) : 1073 - 1077
  • [3] The (2-phenyl-2-trimethylsilyl)ethyl-(PTMSEL) linker - A novel linker for the solid-phase synthesis of protected peptides and glycopeptides cleavable with fluoride
    Wagner, M
    Kunz, H
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2002, 41 (02) : 317 - +
  • [4] Solid-phase synthesis of peptide esters employing the hydrazide linker
    Peters, C
    Waldmann, H
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (15): : 6053 - 6055
  • [5] A novel oxidation-labile linker for solid-phase peptide synthesis
    International Journal of Peptide & Protein Research, 45 (03):
  • [6] Efficient solid-phase lipopeptide synthesis employing the Ellman sulfonamide linker
    Palomo, JM
    Lumbierres, M
    Waldmann, H
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (03) : 477 - 481
  • [7] A NOVEL OXIDATION-LABILE LINKER FOR SOLID-PHASE PEPTIDE-SYNTHESIS
    SEMENOV, AN
    GORDEEV, KY
    INTERNATIONAL JOURNAL OF PEPTIDE AND PROTEIN RESEARCH, 1995, 45 (03): : 303 - 304
  • [8] Solid-phase synthesis of substituted guanidines using a novel acid labile linker
    Pátek, M
    Smrcina, M
    Nakanishi, E
    Izawa, H
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2000, 2 (04): : 370 - 377
  • [9] A NEW BASE-LABILE LINKER FOR SOLID-PHASE PEPTIDE-SYNTHESIS
    KATTI, SB
    MISRA, PK
    HAQ, W
    MATHUR, KB
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (11) : 843 - 844
  • [10] Solid-Phase Synthesis of Lipidated Ras Peptides Employing the Ellman Sulfonamide Linker
    Triola, Gemma
    Gerauer, Marc
    Goermer, Kristina
    Brunsveld, Lucas
    Waldmann, Herbert
    CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (31) : 9585 - 9591
12345