title: A triphenyl amine-based solvatofluorochromic dye for the selective and ratiometric sensing of OCl- in human blood cells.
abstract: A new visible-light-excitable fluorescence ratiometric probe for OCl(-) has been developed based on a triphenylamine-diamiomaleonitrile (TAM) moiety. The structure of the dye was confirmed by single-crystal X-ray analysis. It behaves as a highly selective and sensitive probe for OCl(-) over other analytes with a fast response time (∼100 s). OCl(-) reacts with the probe leading to the formation of the corresponding aldehyde in a mixed-aqueous system. The detection limit of the probe is in the 10(-8) M range. The probe (TAM) also exhibits solvatofluorochromism. Changing the solvent from non-polar to polar, the emission band of TAM largely red-shifted. Moreover, the probe shows an excellent performance in real-life application in detecting OCl(-) in human blood cells. The experimentally observed changes in the structure and electronic properties of the probe after reaction with OCl(-) were studied by DFT and TDDFT computational calculations.
authors.affiliation: Department of Chemistry, Indian Institute of Engineering Science and Technology, Shibpur, Howrah-711103 (India). spgoswamical@yahoo.com.
authors.forename: Shyamaprosad
authors.initials: S
authors.lastname: Goswami
authors.forename: Krishnendu
authors.initials: K
authors.lastname: Aich
authors.forename: Sangita
authors.initials: S
authors.lastname: Das
authors.forename: Bholanath
authors.initials: B
authors.lastname: Pakhira
authors.forename: Kakali
authors.initials: K
authors.lastname: Ghoshal
authors.forename: Ching Kheng
authors.initials: CK
authors.lastname: Quah
authors.forename: Maitree
authors.initials: M
authors.lastname: Bhattacharyya
authors.forename: Hoong-Kun
authors.initials: HK
authors.lastname: Fun
authors.forename: Sabyasachi
authors.initials: S
authors.lastname: Sarkar
mesh_terms: D000588:Amines / Q000737:chemistry*; D003461:Crystallography; D004912:Erythrocytes / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000737:chemistry*; D006801:Humans; D006997:Hypochlorous Acid / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure
chemical_list: D000588:Amines; D005456:Fluorescent Dyes; D006997:Hypochlorous Acid
keywords: blood-cell imaging; fluorescent probes; hypochlorite; ratiometric; sensors; solvatofluorochromism