A concise route to the core pentasaccharide of N-linked glycoproteins

被引:38
|
作者
Dudkin, VY
Miller, JS
Danishefsky, SJ
机构
[1] Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10021 USA
[2] Columbia Univ, Dept Chem, New York, NY 10027 USA
关键词
D O I
10.1016/S0040-4039(03)00101-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A concise preparation of the common pentasaccharide core of the N-linked glycoproteins is described. The reducing end glycal is functionalized at the level of chitobiose, which is then beta-mannosylated using Crich's direct coupling protocol. Deprotection of the branching mannose residue, and di-alpha-mannosylation complete the synthesis. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1791 / 1793
页数:3
相关论文
共 50 条
  • [31] Production of Secretory and Extracellular N-Linked Glycoproteins in Escherichia coli
    Fisher, Adam C.
    Haitjema, Charles H.
    Guarino, Cassandra
    Celik, Eda
    Endicott, Christine E.
    Reading, Craig A.
    Merritt, Judith H.
    Ptak, A. Celeste
    Zhang, Sheng
    DeLisa, Matthew P.
    APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 2011, 77 (03) : 871 - 881
  • [32] THE EFFECT OF ALKALINE BOROHYDRIDE TREATMENT ON N-LINKED CARBOHYDRATES OF GLYCOPROTEINS
    ARGADE, SP
    DAVES, GD
    VANHALBEEK, H
    ALHADEFF, JA
    GLYCOCONJUGATE JOURNAL, 1989, 6 (01) : 45 - 56
  • [33] Structural analysis of glycoproteins: building N-linked glycans with Coot
    Emsley, Paul
    Crispin, Max
    ACTA CRYSTALLOGRAPHICA SECTION D-STRUCTURAL BIOLOGY, 2018, 74 : 256 - 263
  • [34] GLYCOSYLTRANSFERASES IN OLIGOSACCHARIDE SYNTHESIS - SELECTIVE BETA-MANNOSYLATION OF CHITOBIOSE OF THE N-LINKED CORE TRISACCHARIDE OF GLYCOPROTEINS
    FLITSCH, SL
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1995, 209 : 114 - BIOT
  • [35] Regulation of N-linked core-glycosylation
    ShakinEshleman, SH
    TRENDS IN GLYCOSCIENCE AND GLYCOTECHNOLOGY, 1996, 8 (40) : 115 - 130
  • [36] N-linked Glycan Micro-heterogeneity in Glycoproteins of Arabidopsis
    Zeng, Wei
    Ford, Kristina L.
    Bacic, Antony
    Heazlewood, Joshua L.
    MOLECULAR & CELLULAR PROTEOMICS, 2018, 17 (03) : 413 - 421
  • [37] ENZYME-LINKED IMMUNOSORBANT ASSAYS FOR GLUCOSIDASES INVOLVED IN PROCESSING OF N-LINKED GLYCOPROTEINS
    NAKHASI, D
    SAXENA, E
    SHAILUBHAI, K
    ALSTONMILLS, B
    VIJAY, IK
    FEDERATION PROCEEDINGS, 1987, 46 (06) : 2091 - 2091
  • [38] Cell Surface Proteomics of N-Linked Glycoproteins for Typing of Human Lymphocytes
    Haverland, Nicole A.
    Waas, Matthew
    Ntai, Ioanna
    Keppel, Theodore
    Gundry, Rebekah L.
    Kelleher, Neil L.
    PROTEOMICS, 2017, 17 (19)
  • [39] The ENGases: versatile biocatalysts for the production of homogeneous N-linked glycopeptides and glycoproteins
    Fairbanks, Antony J.
    CHEMICAL SOCIETY REVIEWS, 2017, 46 (16) : 5128 - 5146
  • [40] CARBOHYDRATE ABNORMALITIES OF N-LINKED PLASMA GLYCOPROTEINS IN LIVER-DISEASE
    MARTINEZ, J
    BARSIGIAN, C
    LABORATORY INVESTIGATION, 1987, 57 (03) : 240 - 257