MULTIPLE-COLUMN SOLID-PHASE GLYCOPEPTIDE SYNTHESIS

被引：65
|
作者：
PETERS, S [1 ]
BIELFELDT, T [1 ]
MELDAL, M [1 ]
BOCK, K [1 ]
PAULSEN, H [1 ]
机构：
[1] CARLSBERG LAB,DEPT CHEM,DK-2500 COPENHAGEN,DENMARK
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 09期
关键词：
D O I：
10.1039/p19920001163
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The preparation of the two new building blocks N(alpha)-Fmoc-Ser(Ac3-alpha-D-GalpNAc)-OPfp 6 and N(alpha)-Fmoc-Thr(Ac3-alpha-D-GalpNAc)-OPfp 7 and their application in a simultaneous multiple-column solid-phase synthesis of 40 different O-glycopeptides from human intestinal mucin and porcine submaxillary gland mucin are described. All glycopeptides were obtained in excellent purity and were characterised by 1D- and 2D-H-1 NMR spectroscopy and amino acid analyses.
引用
收藏
页码：1163 / 1171
页数：9
相关论文
共 50 条
  • [1] MULTIPLE COLUMN SOLID-PHASE GLYCOPEPTIDE SYNTHESIS
    PETERS, S
    BIELFELDT, T
    MELDAL, M
    BOCK, K
    PAULSEN, H
    [J]. TETRAHEDRON LETTERS, 1991, 32 (38) : 5067 - 5070
  • [2] APPLICATION OF THE AZIDO GLYCOPEPTIDE SYNTHESIS STRATEGY FOR THE MULTIPLE COLUMN SOLID-PHASE SYNTHESIS OF MUCIN O-GLYCOPEPTIDES
    PAULSEN, H
    BIELFELDT, T
    PETERS, S
    MELDAL, M
    BOCK, K
    [J]. LIEBIGS ANNALEN DER CHEMIE, 1994, (04): : 381 - 387
  • [3] Recent Progress in the Solid-phase Synthesis of Glycopeptide
    Hojo, Hironobu
    Nakahara, Yoshiaki
    [J]. CURRENT PROTEIN & PEPTIDE SCIENCE, 2000, 1 (01) : 23 - 48
  • [4] Solid-phase oligosaccharide and glycopeptide synthesis using glycosynthases
    Tolborg, JF
    Petersen, L
    Jensen, KJ
    Mayer, C
    Jakeman, DL
    Warren, RAJ
    Withers, SG
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (12): : 4143 - 4149
  • [5] SOLID-PHASE SYNTHESIS OF O-GLYCOPEPTIDE SEQUENCES
    PAULSEN, H
    MERZ, G
    WEICHERT, U
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (10): : 1365 - 1367
  • [6] Rapid microwave-assisted solid-phase glycopeptide synthesis
    Matsushita, T
    Hinou, H
    Kurogochi, M
    Shimizu, H
    Nishimura, SI
    [J]. ORGANIC LETTERS, 2005, 7 (05) : 877 - 880
  • [7] CARB 14-Solution-phase glycopeptide synthesis with solid-phase workup
    Guo, Zhongwu
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2006, 232
  • [8] Solid-phase synthesis of O-linked glycopeptide analogues of enkephalin
    Mitchell, SA
    Pratt, MR
    Hruby, VJ
    Polt, R
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (07): : 2327 - 2342
  • [9] Solid-Phase O-Glycosylation with a Glucosamine Derivative for the Synthesis of a Glycopeptide
    Ryan, Philip
    Koh, Andy Hsien Wei
    Lohning, Anna Elizabeth
    Rudrawar, Santosh
    [J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 2017, 70 (10) : 1151 - 1157
  • [10] Automated glycopeptide assembly by combined solid-phase peptide and oligosaccharide synthesis
    Hurevich, Mattan
    Seeberger, Peter H.
    [J]. CHEMICAL COMMUNICATIONS, 2014, 50 (15) : 1851 - 1853
12345