PH-Sensitive fluorophores from locked GFP chromophores by a non-alternant analogue of the photochemical meta effect. Issue 38 (16th September 2016)

• Record Type: Journal Article
• Authors: Olsen, Seth; Baranov, Mikhail S.; Baleeva, Nadezhda S.; Antonova, Maria M.; Johnson, Kenneth A.; Solntsev, Kyril M.
• Is Part Of: Physical chemistry chemical physics. Volume 18:Issue 38(2016)
• Page Start: 26703
• Page End: 26711
• Publication Date: 2016-09-16
• Subjects: Chemistry, Physical and theoretical -- Periodicals; 541.3
• DOI: 10.1039/c6cp02423h
• Languages: English
• ISSNs: 1463-9076

Abstract

Abstract : We report the synthesis and characterization of a pH-sensitive fluorescence switch based on a conformationally-locked green fluorescent protein (GFP) chromophore. Abstract : We report the synthesis and characterization of a pH-sensitive fluorescence switch based on a conformationally-locked green fluorescent protein (GFP) chromophore. The chromophore differs from difluoroboryl-locked parent by the addition of a titratable alcohol group on the imidazolinone ring. The chromophore is fluorescent at pH ≤ 5, but becomes non-fluorescent at higher pH, where the substituent is ionized. We use a quantum chemical model to show that the mechanism of the fluorescence turn-off is electronically analogous to photochemical meta effects in aryl-containing systems.