Peptide-sugar ligation catalyzed by transpeptidase sortase: A facile approach to neoglycoconjugate synthesis

被引:0
|
作者
Samantaray, Sharmishtha [1 ]
Marathe, Uttara [1 ]
Dasgupta, Sayani [1 ]
Nandicoori, Vinay K. [1 ]
Roy, Rajendra P. [1 ]
机构
[1] National Institute of Immunology, Aruna Asaf Ali Marg, New Delhi 110 067, India
来源
关键词
Glycoconjugate synthesis involving sugar and polypeptide remains a formidable challenge. Here we report a novel enzymatic method involving an unprecedented sortase-catalyzed transamidation reaction for site-specific engineering of sugars into native proteins. We show that sugars appended with a 6-aminohexose moiety can be efficiently ligated to peptides and proteins encoded with a LPXTG sortase recognition sequence. This robust reaction provides an elegant and simple approach for generating neoglycoproteins with an amide-linked sugar moiety at the carboxy terminus. Copyright © 2008 American Chemical Society;
D O I
暂无
中图分类号
学科分类号
摘要
Journal article (JA)
引用
收藏
页码:2132 / 2133
相关论文
共 41 条
  • [1] Peptide-sugar ligation catalyzed by transpeptidase sortase: A facile approach to neoglycoconjugate synthesis
    Samantaray, Sharmishtha
    Marathe, Uttara
    Dasgupta, Sayani
    Nandicoori, Vinay K.
    Roy, Rajendra P.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (07) : 2132 - +
  • [2] Multicomponent Synthesis of Peptide-Sugar Conjugates Incorporating Hexafluorovaline
    Bellucci, Maria Cristina
    Volonterio, Alessandro
    ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (16) : 2791 - 2798
  • [3] Sortase-Catalyzed Peptide-Glycosylphosphatidylinositol Analogue Ligation
    Guo, Xueqing
    Wang, Qianli
    Swarts, Benjamin M.
    Guo, Zhongwu
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (29) : 9878 - +
  • [4] Multi-component synthesis of peptide-sugar conjugates
    Bellucci, Maria Cristina
    Terraneo, Giancarlo
    Volonterio, Alessandro
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (15) : 2421 - 2444
  • [5] Facile synthesis of insulin fusion derivatives through sortase A ligation
    Maria M.Disotuar
    Jake A.Smith
    Jinze Li
    Steve Alam
    Nai-Pin Lin
    Danny Hung-Chieh Chou
    Acta Pharmaceutica Sinica B, 2021, 11 (09) : 2719 - 2725
  • [6] Facile synthesis of insulin fusion derivatives through sortase A ligation
    Disotuar, Maria M.
    Smith, Jake A.
    Li, Jinze
    Alam, Steve
    Lin, Nai-Pin
    Chou, Danny Hung-Chieh
    ACTA PHARMACEUTICA SINICA B, 2021, 11 (09) : 2719 - 2725
  • [7] Sortase A-catalyzed peptide cyclization for the synthesis of macrocyclic peptides and glycopeptides
    Wu, Zhimeng
    Guo, Xueqing
    Guo, Zhongwu
    CHEMICAL COMMUNICATIONS, 2011, 47 (32) : 9218 - 9220
  • [8] Synthesis of biologically active peptide nucleic acid-peptide conjugates by sortase-mediated ligation
    Pritz, Stephan
    Wolf, Yvonne
    Kraetke, Oliver
    Klose, Jana
    Bienert, Michael
    Beyermann, Michael
    JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (10): : 3909 - 3912
  • [9] Synthesis of biologically active peptide-PNA conjugates and artificial receptors by sortase-mediated ligation
    Pritz, S.
    Wolf, Y.
    Kraetke, O.
    Klose, J.
    Bienert, M.
    Beyermann, M.
    JOURNAL OF PEPTIDE SCIENCE, 2006, 12 : 131 - 131
  • [10] Cyanoethyl thioesters as precursors for the facile synthesis of peptide thioacids for application in ligation reactions
    Raz, R.
    Rademann, J.
    JOURNAL OF PEPTIDE SCIENCE, 2012, 18 : S195 - S195