Solid-phase synthesis of oligourea peptidomimetics employing the Fmoc protection strategy

被引：74
|
作者：
Boeijen, A [1 ]
van Ameijde, J [1 ]
Liskamp, RMJ [1 ]
机构：
[1] Univ Utrecht, Dept Med Chem, Inst Pharmaceut Sci, NL-3508 TB Utrecht, Netherlands
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2001年 / 66卷 / 25期
关键词：
D O I：
10.1021/jo010656q
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A solid-phase-Fmoc-based-synthesis strategy is described for oligourea peptidomimetics as well as a convenient general synthesis approach for the preparation of the required building blocks 5a-j and 5k. These are suitable for use in peptide or robot synthesizers, which is illustrated by the synthesis of oligourea peptidomimetics of part of Leu-enkephalin (10) and a neurotensin derivative (17).
引用
收藏
页码：8454 / 8462
页数：9
相关论文
共 50 条
  • [31] Solid-phase synthesis of azole-based peptides and peptidomimetics
    Biron, E
    Kessler, H
    BIOPOLYMERS, 2005, 80 (04) : 522 - 522
  • [32] New templates for solid-phase synthesis of cyclic peptidomimetics.
    Pattarawarapan, M
    Lee, HB
    Burgess, K
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 221 : U7 - U7
  • [33] Molecular diversity of peptidomimetics: Approaches to the solid-phase synthesis of peptidosulfonamides
    deBont, DBA
    Moree, WJ
    Liskamp, RMJ
    BIOORGANIC & MEDICINAL CHEMISTRY, 1996, 4 (05) : 667 - 672
  • [34] Fast conventional Fmoc solid-phase peptide synthesis with HCTU
    Hood, Christina A.
    Fuentes, German
    Patel, Hirendra
    Page, Karen
    Menakuru, Mahendra
    Park, Jae H.
    JOURNAL OF PEPTIDE SCIENCE, 2008, 14 (01) : 97 - 101
  • [35] AN ALPHA-AMINOGLYCINE DERIVATIVE SUITABLE FOR SOLID-PHASE PEPTIDE-SYNTHESIS USING FMOC STRATEGY
    QASMI, D
    RENE, L
    BADET, B
    TETRAHEDRON LETTERS, 1993, 34 (24) : 3861 - 3862
  • [36] Chemoselective protection of solid-phase compatible Fmoc-phosphinic building blocks
    Nasopoulou, Magdalini
    Matziari, Magdalini
    Dive, Vincent
    Yiotakis, Athanasios
    JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (25): : 9525 - 9527
  • [37] Synthesis of suitably protected γ-hydroxyvaline for use in fmoc solid-phase peptide synthesis
    Cudic, M.
    Mari, F.
    Fields, G. B.
    BIOPOLYMERS, 2007, 88 (04) : 574 - 574
  • [38] New strategy for fmoc solid-phase synthesis of peptide thioesters: Masking of the thioester as a trithio ortho ester
    Brask, J
    Albericio, F
    Jensen, KJ
    BIOPOLYMERS, 2003, 71 (03) : 347 - 347
  • [39] A STRATEGY FOR THE SOLID-PHASE SYNTHESIS OF OLIGOSACCHARIDES
    DANISHEFSKY, SJ
    MCCLURE, KF
    RANDOLPH, JT
    RUGGERI, RB
    SCIENCE, 1993, 260 (5112) : 1307 - 1309
  • [40] Solid-phase synthesis of "mixed" peptidomimetics using Fmoc-protected aza-/β3-amino acids and α-amino acids
    Busnel, O
    Bi, LR
    Dali, H
    Cheguillaume, A
    Chevance, S
    Bondon, A
    Muller, S
    Baudy-Floc'h, M
    JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (26): : 10701 - 10708
12345