Chemoenzymatic Synthesis of Acyl Coenzyme A Substrates Enables in Situ Labeling of Small Molecules and Proteins

被引:34
作者
Agarwal, Vinayak [1 ]
Diethelm, Stefan [2 ]
Ray, Lauren [2 ]
Garg, Neha [3 ]
Awakawa, Takayoshi [2 ,4 ]
Dorrestein, Pieter C. [3 ]
Moore, Bradley S. [1 ,2 ,3 ]
机构
[1] Univ Calif San Diego, Ctr Oceans & Human Hlth, La Jolla, CA 92093 USA
[2] Univ Calif San Diego, Ctr Marine Biotechnol & Biomed, Scripps Inst Oceanog, La Jolla, CA 92093 USA
[3] Univ Calif San Diego, Skaggs Sch Pharm & Pharmaceut Sci, La Jolla, CA 92093 USA
[4] Univ Tokyo, Grad Sch Pharmaceut Sci, Tokyo 1130033, Japan
基金
瑞士国家科学基金会;
关键词
BIOSYNTHESIS; POLYKETIDE; THIOESTERS;
D O I
10.1021/acs.orglett.5b02113
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A chemoenzymatic approach to generate fully functional acyl coenzyme A molecules that are then used as substrates to drive in situ acyl transfer reactions is described. Mass spectrometry based assays to verify the identity of acyl coenzyme A enzymatic products are also illustrated. The approach is responsive to a diverse array of carboxylic acids that can be elaborated to their corresponding coenzyme A thioesters, with potential applications in wide-ranging chemical biology studies that utilize acyl coenzyme A substrates.
引用
收藏
页码:4452 / 4455
页数:4
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