Developments in peptide and amide synthesis

被引:221
作者
Albericio, F [1 ]
机构
[1] Univ Barcelona, Dept Organ Chem, E-08028 Barcelona, Spain
关键词
D O I
10.1016/j.cbpa.2004.03.002
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The solid-phase methodology is key for an effective synthesis of peptides, from a milligram scale for research to a multi-kilo scale for drug production. Indeed, small peptides containing up to 20-30 amino acids are most readily synthesized by a solid-phase strategy. Larger peptides (up to 60 amino acids) should be synthesized by a convergent approach (i.e. synthesis of protected constituent peptides in solid-phase and combination of these units in solution). Larger peptides and proteins are prepared by chemical ligation, where unprotected segments have been prepared in solid-phase.
引用
收藏
页码:211 / 221
页数:11
相关论文
共 46 条
  • [1] Albericio F, 2001, ORG PREP PROCED INT, V33, P205
  • [2] An improved synthesis of N-[(9-hydroxymethyl)-2-fluorenyl]succinamic acid (HMFS), a versatile handle for the solid-phase synthesis of biomolecules
    Albericio, F
    Cruz, M
    Debéthune, L
    Eritja, R
    Giralt, E
    Grandas, A
    Marchán, V
    Pastor, JJ
    Pedroso, E
    Rabanal, F
    Royo, M
    [J]. SYNTHETIC COMMUNICATIONS, 2001, 31 (02) : 225 - 232
  • [3] Solid-phase synthesis of C-terminal modified peptides
    Alsina, J
    Albericio, F
    [J]. BIOPOLYMERS, 2003, 71 (04) : 454 - 477
  • [4] Alsina J, 1999, CHEM-EUR J, V5, P2787, DOI 10.1002/(SICI)1521-3765(19991001)5:10<2787::AID-CHEM2787>3.0.CO
  • [5] 2-2
  • [6] Backbone amide linker (BAL) strategy for Nα-9-fluorenylmethoxycarbonyl (Fmoc) solid-phase synthesis of unprotected peptide p-nitroanilides and thioesters
    Alsina, J
    Yokum, TS
    Albericio, F
    Barany, G
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (24) : 8761 - 8769
  • [7] SYNTHESIS OF PROTECTED PEPTIDE-FRAGMENTS USING SUBSTITUTED TRIPHENYLMETHYL RESINS
    BARLOS, K
    GATOS, D
    KALLITSIS, J
    PAPAPHOTIU, G
    SOTIRIU, P
    YAO, WQ
    SCHAFER, W
    [J]. TETRAHEDRON LETTERS, 1989, 30 (30) : 3943 - 3946
  • [8] Bernhardt A, 1997, J PEPT RES, V50, P143
  • [9] Fmoc solid-phase synthesis of peptide thioesters by masking as trithioortho esters
    Brask, J
    Albericio, F
    Jensen, KJ
    [J]. ORGANIC LETTERS, 2003, 5 (16) : 2951 - 2953
  • [10] Large-scale manufacture of peptide therapeutics by chemical synthesis
    Bray, BL
    [J]. NATURE REVIEWS DRUG DISCOVERY, 2003, 2 (07) : 587 - 593