A novel family of amphilic α-oxo aldehydes for the site-specific modification of peptides by two palmitoyl groups in solution or in liposome suspensions

被引:15
作者
Bourel-Bonnet, L
Gras-Masse, H
Melnyk, O
机构
[1] Inst Pasteur, CNRS, UMR 8525, F-59021 Lille, France
[2] Univ Lille 2, Inst Biol, F-59021 Lille, France
关键词
D O I
10.1016/S0040-4039(01)01441-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two amphiphilic alpha -oxo aldehydes were synthesized using solid-phase methodologies and evaluated for their ability to ligate with alpha -hydrazino acetyl peptides both in solution and when inserted into the lipidic bilayer of liposomes. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6851 / 6853
页数:3
相关论文
共 22 条
  • [1] MONOCLONAL-ANTIBODY COVALENTLY COUPLED TO LIPOSOMES - SPECIFIC TARGETING TO CELLS
    BARBET, J
    MACHY, P
    LESERMAN, LD
    [J]. JOURNAL OF SUPRAMOLECULAR STRUCTURE AND CELLULAR BIOCHEMISTRY, 1981, 16 (03): : 243 - 258
  • [2] Design and synthesis of thiol-reactive lipopeptides
    Boeckler, C
    Frisch, B
    Schuber, F
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (15) : 2055 - 2058
  • [3] Chemoselective acylation of fully deprotected hydrazino acetyl peptides. Application to the synthesis of lipopeptides
    Bonnet, D
    Ollivier, N
    Gras-Masse, H
    Melnyk, O
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (02) : 443 - 449
  • [4] A novel lipophilic glyoxylic acid derivative for the lipidation of peptides using salt-free hydrazone ligation
    Bonnet, D
    Bourel, L
    Gras-Masse, H
    Melnyk, O
    [J]. TETRAHEDRON LETTERS, 2000, 41 (51) : 10003 - 10007
  • [5] CHAN WC, FMOC SOLID PHASE PEP, P41
  • [6] Epand RM, 1997, BIOPOLYMERS, V43, P15, DOI 10.1002/(SICI)1097-0282(1997)43:1<15::AID-BIP3>3.0.CO
  • [7] 2-3
  • [8] A new linker for the synthesis of C-terminal peptide α-oxo-aldehydes
    Fruchart, JS
    Gras-Masse, H
    Melnyk, O
    [J]. TETRAHEDRON LETTERS, 1999, 40 (34) : 6225 - 6228
  • [9] Liposome oligomannose-coated with neoglycolipid, a new candidate for a safe adjuvant for induction of CD8+ cytotoxic T lymphocytes
    Fukasawa, M
    Shimizu, Y
    Shikata, K
    Nakata, M
    Sakakibara, R
    Yamamoto, N
    Hatanaka, M
    Mizuochi, T
    [J]. FEBS LETTERS, 1998, 441 (03): : 353 - 356
  • [10] DEVELOPMENT OF A PROCEDURE FOR COUPLING THE HOMING DEVICE GLU-PLASMINOGEN TO LIPOSOMES
    HEEREMANS, JLM
    KRAAIJENGA, JJ
    LOS, P
    KLUFT, C
    CROMMELIN, DJA
    [J]. BIOCHIMICA ET BIOPHYSICA ACTA, 1992, 1117 (03) : 258 - 264