Bromomaleimides: new reagents for the selective and reversible modification of cysteine

被引：79

作者：

Tedaldi, Lauren M. ^{[1
]}

Smith, Mark E. B. ^{[1
]}

Nathani, Ramiz I. ^{[1
]}

Baker, James R. ^{[1
]}

机构：

[1] UCL, Dept Chem, London, England

来源：

CHEMICAL COMMUNICATIONS | 2009年 / 43期

关键词：

DEHYDROALANINE-CONTAINING PEPTIDES; SULFHYDRYL GROUPS; N-ETHYLMALEIMIDE; REACTIVITY; PROTEINS; CONJUGATION;

D O I：

10.1039/b915136b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Bromomaleimides react rapidly and selectively with cysteine to afford thiomaleimides which can be cleaved with a phosphine to regenerate the cysteine or treated with a base to afford dehydroalanine.

引用

页码：6583 / 6585

页数：3

共 24 条

[21] SIMPLE ALKANETHIOL GROUPS FOR TEMPORARY BLOCKING OF SULFHYDRYL GROUPS OF ENZYMES [J].

SMITH, DJ ;

MAGGIO, ET ;

KENYON, GL .

BIOCHEMISTRY, 1975, 14 (04) :766-771

[22] METHYL 4-MERCAPTOBUTYRIMIDATE AS A CLEAVABLE CROSSLINKING REAGENT AND ITS APPLICATION TO ESCHERICHIA-COLI 30S RIBOSOME [J].

TRAUT, RR ;

BOLLEN, A ;

SUN, TT ;

HERSHEY, JWB ;

SUNDBERG, J ;

PIERCE, LR .

BIOCHEMISTRY, 1973, 12 (17) :3266-3273

[23] Synthesis and characterization of novel thiol-reactive poly(ethylene glycol) cross-linkers for extracellular-matrix-mimetic biomaterials [J].

Vanderhooft, Janssen L. ;

Mann, Brenda K. ;

Prestwich, Glenn D. .

BIOMACROMOLECULES, 2007, 8 (09) :2883-2889

[24] Disparate proteome reactivity profiles of carbon electrophiles [J].

Weerapana, Eranthie ;

Simon, Gabriel M. ;

Cravatt, Benjamin F. .

NATURE CHEMICAL BIOLOGY, 2008, 4 (07) :405-407

← 1 2 3 →