A highly selective fluorescent probe for thiol bioimaging

  • Org Lett. 2008 Jan 3;10(1):37-40. doi: 10.1021/ol702539v.
Jean Bouffard  1 ,  Youngmi Kim ,  Timothy M Swager ,  Ralph Weissleder ,  Scott A Hilderbrand
Affiliations
  • 1. Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
PMID: 18062694 DOI: 10.1021/ol702539v
Abstract

A new fluorescent turn-on probe (3) for the selective sensing and bioimaging of thiols is reported. In aqueous buffer solutions at physiological pH, thiols cleave the 2,4-dinitrobenzenesulfonyl group to release the red-emissive donor-acceptor fluorophore (4). The probe displays excellent immunity to interference from nitrogen and oxygen nucleophiles and the imaging of thiols in living cells is demonstrated.

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