Protein Modification of Lysine with 2-(2-Styrylcyclopropyl)ethanal

被引：22

作者：

Apel, Caroline ^{[1
]}

Kasper, Marc-Andre ^{[2
,3
]}

Stieger, Christian E. ^{[2
,3
]}

Hackenberger, Christian P. R. ^{[2
,3
]}

Christmann, Mathias ^{[1
]}

机构：

[1] Free Univ Berlin, Inst Chem & Biochem, Takustr 3, D-14195 Berlin, Germany

[2] Leibniz Forschungsinst Mol Pharmakol FMP, Chem Biol Dept, Robert Rossle Str 10, D-13125 Berlin, Germany

[3] Humboldt Univ, Dept Chem, Brook Taylor Str 2, D-12489 Berlin, Germany

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 24期

关键词：

SELECTIVE BIOCONJUGATION; CHEMOSELECTIVE LIGATION; CHEMICAL-MODIFICATION; CYSTEINE; CHEMISTRY; MECHANISM; PEPTIDES;

D O I：

10.1021/acs.orglett.9b03982

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new lysine-reactive cyclopropropyl aldehyde for the covalent modification of proteins was developed. The reagent exploits a divinylcyclopropane-cycloheptadiene rearrangement to render the initial condensation irreversible. A labeling study on eGFP demonstrated excellent chemoselectivity for the modification of amine-nucleophiles with the possibility of subsequent modifications.

引用

页码：10043 / 10047

页数：5

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