Ratiometric Recognition of Protons by a Multiple Tagged Designer Fluorescent Chemosensor.

Autor: Khokhar V; Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi, 110016, India., Singh H; Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi, 110016, India., Haridas V; Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi, 110016, India. haridasv@chemistry.iitd.ac.in., Pandey S; Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi, 110016, India. sipandey@chemistry.iitd.ac.in.
Jazyk: angličtina
Zdroj: Journal of fluorescence [J Fluoresc] 2022 Sep; Vol. 32 (5), pp. 1851-1856. Date of Electronic Publication: 2022 Jun 22.
DOI: 10.1007/s10895-022-02999-y
Abstrakt: Molecular architecture with different fluorophoric units can offer improved and effective recognition of biologically important analytes. We present here a new strategy for the design of ratiometric chemosensors that operate by photoinduced electron transfer (PET). This ratiometric sensor endowed with tryptophan and anthracene exhibits high sensitivity, excellent selectivity and remarkable reversibility towards recognition of H + in methanol. This "Turn-On" type behaviour is crafted into the molecule by incorporation of bispidine entity. Effective quenching of the fluorescence of the anthracene by the adjacent amine groups of the bispidine results in negligible fluorescence from the anthracene group leading to highly sensitive recognition of protons by the compound as H + protonate the amine functionalities giving rise to the emergence of the fluorescence from the anthracene group. This, combined with the reduction in the fluorescence from the Trp group by H + , results in highly sensitive ratiometric nature of the response especially at low [H + ].
(© 2022. The Author(s), under exclusive licence to Springer Science+Business Media, LLC, part of Springer Nature.)
Databáze: MEDLINE