Discovery of Heteroaromatic Sulfones As a New Class of Biologically Compatible Thiol-Selective Reagents.

Discovery of Heteroaromatic Sulfones As a New Class of Biologically Compatible Thiol-Selective Reagents.
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DOI:
10.1021/acschembio.7b00444
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发表时间:
2017-08-18
影响因子:
4
通讯作者:
Furdui CM
Furdui CM
中科院分区:
生物学2区
文献类型:
--
作者:
Chen X;Wu H;Park CM;Poole TH;Keceli G;Devarie-Baez NO;Tsang AW;Lowther WT;Poole LB;King SB;Xian M;Furdui CM

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The selective reaction of chemical reagents with reduced protein thiols is critical to biological research. This reaction is utilized to prevent cross-linking of cysteine-containing peptides in common proteomics workflows and is applied widely in discovery and targeted redox investigations of the mechanisms underlying physiological and pathological processes. However, known and commonly used thiol blocking reagents like iodoacetamide, N-ethylmaleimide, and others were found to cross-react with oxidized protein sulfenic acids (–SOH) introducing significant errors in studies employing these reagents. We have investigated and are reporting here a new heteroaromatic alkylsulfone, 4-(5-methanesulfonyl-[1,2,3,4]tetrazol-1-yl)-phenol (MSTP), as a selective and highly reactive –SH blocking reagent compatible with biological applications.
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