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

Research output: Contribution to journalArticle

Authors

  • Xiaofei Chen
  • Hanzhi Wu
  • Chung Min Park
  • Thomas H. Poole
  • Gizem Keceli
  • Nelmi O. Devarie-Baez
  • Allen W. Tsang
  • W. Todd Lowther
  • Leslie B. Poole
  • S. Bruce King
  • Ming Xian
  • Cristina M. Furdui

External Institution(s)

  • Wake Forest University
  • Washington State University Pullman

Details

Original languageEnglish (US)
Pages (from-to)2201-2208
Number of pages8
JournalACS chemical biology
Volume12
Issue number8
StatusPublished - Aug 18 2017
Peer-reviewedYes

Abstract

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.

Citation formats

APA

Chen, X., Wu, H., Park, C. M., Poole, T. H., Keceli, G., Devarie-Baez, N. O., ... Furdui, C. M. (2017). Discovery of Heteroaromatic Sulfones As a New Class of Biologically Compatible Thiol-Selective Reagents. ACS chemical biology, 12(8), 2201-2208. https://doi.org/10.1021/acschembio.7b00444

Harvard

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 2017, 'Discovery of Heteroaromatic Sulfones As a New Class of Biologically Compatible Thiol-Selective Reagents', ACS chemical biology, vol. 12, no. 8, pp. 2201-2208. https://doi.org/10.1021/acschembio.7b00444