N-terminal protein modification through a biomimetic transamination reaction

被引:306
作者
Gilmore, Joshua M.
Scheck, Rebecca A.
Esser-Kahn, Aaron P.
Joshi, Neel S.
Francis, Matthew B. [1 ]
机构
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
[2] Univ Calif Berkeley, Lawrence Berkeley Lab, Div Sci Mat, Berkeley, CA 94720 USA
关键词
bioconjugation; bioorganic chemistry; oximes; protein modifications;
D O I
10.1002/anie.200600368
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) One hit wonder: A biomimetic transamination reaction has been developed that employs pyridoxal-5-phosphate to modify the N terminus of proteins and peptides under mild conditions. This technique introduces a uniquely reactive carbonyl group in a single location (see scheme), thus allowing further elaboration through oxime or hydrazone formation. This modification strategy is also compatible with proteins containing a free cysteine residue. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:5307 / 5311
页数:5
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