6-AzidO D-galactose transfer to N-acetyl-D-glucosamine derivative using commercially available β-1,4-galactosyltransferase

被引：11

作者：

Bosco, Michaeel ^{[1
,2
]}

Le Gall, Sophie ^{[3
]}

Rihouey, Christophe ^{[3
]}

Couve-Bonnaire, Samuel ^{[1
,2
]}

Bardor, Muriel ^{[3
]}

Lerouge, Patrice ^{[3
]}

Pannecoucke, Xavier ^{[1
,2
]}

机构：

[1] INSA, IRCOF, CNRS, UMR 6014, F-76131 Mont St Aignan, France

[2] Univ Rouen, F-76131 Mont St Aignan, France

[3] Univ Rouen, UFR Sci, IFRMP23, CNRS,UMR 6037, F-76821 Mont St Aignan, France

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 14期

关键词：

D O I：

10.1016/j.tetlet.2008.02.018

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new strategy to tag glycoproteins carrying terminal GlcNAc was developed using commercially available bovine beta-1,4-galactosyltransferase (Ga1T) and UDP-6-azidogalactose. The azide function was then allowed to react via a biotinylated Staudinger-Bertozzi probe demonstrating the usefulness of such a procedure to tag any glycoprotein possessing a N-acetylglucosamine terminal residue from any type of cell lysate. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：2294 / 2297

页数：4

共 33 条

[1]

ARIT M, 1995, J ORG CHEIN, V60, P14

[2]

Behrens C., 2006, Application, Patent No. [2006035057, WO2006035057A1]

[3] Direct identification of nonreducing GlcNAc residues on N-glycans of glycoproteins using a novel chemoenzymatic method [J].

Boeggeman, Elizabeth ;

Ramakrishnan, Boopathy ;

Kilgore, Charlton ;

Khidekel, Nelly ;

Hsieh-Wilson, Linda C. ;

Simpson, John T. ;

Qasba, Pradman K. .

BIOCONJUGATE CHEMISTRY, 2007, 18 (03) :806-814

[4] Chemical methods for glycoprotein discovery [J].

Bond, Michelle R. ;

Kohler, Jennifer J. .

CURRENT OPINION IN CHEMICAL BIOLOGY, 2007, 11 (01) :52-58

[5]

Bütler T, 2001, CHEMBIOCHEM, V2, P884

[6] Imaging cell surface glycans with bioorthogonal chemical reporters [J].

Chang, Pamela V. ;

Prescher, Jennifer A. ;

Hangauer, Matthew J. ;

Bertozzi, Carolyn R. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (27) :8400-+

[7] Probing mucin-type O-linked glycosylation in living animals [J].

Dube, DH ;

Prescher, JA ;

Quang, CN ;

Bertozzi, CR .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2006, 103 (13) :4819-4824

[8]

Griffin R J, 1994, Prog Med Chem, V31, P121, DOI 10.1016/S0079-6468(08)70020-1

[9] Separation technologies for glycomics [J].

Hirabayashi, J ;

Kasai, K .

JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 2002, 771 (1-2) :67-87

[10] Alkynyl sugar analogs for the labeling and visualization of glycoconjugates in cells [J].

Hsu, Tsui-Ling ;

Hanson, Sarah R. ;

Kishikawa, Kuniyuki ;

Wang, Sheng-Kai ;

Sawa, Masaaki ;

Wong, Chi-Huey .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2007, 104 (08) :2614-2619

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