The aromatic rings in 4-O-dabsyl-6-O-dansyl-myo-inositol-1,3,5-orthoformate (6) participate in electron transfer causing static quenching as detected by the absence of fluorescence. Upon addition of acid, the orthoformate lock is cleaved, with subsequent conformational change of the myo-inositol ring from penta-axial to the more stable penta-equatorial chair, which causes some increase in fluorescence due to spatial separation of fluorophore and a quencher and reduction in static quenching. In the case of 4,6-O-bisdansyl-myo-inositol-1,3,5-orthoformate (3), the acid-induced removal of the orthoformate lock leads to substantial change of fluorescence following spatial separation of two dansyl groups.
Bibliographical noteFunding Information:
Overseas Research Scholarship and University of Manchester award to M.K. Research funded in part by the The Great Socialist People's Libyan Arab Jamahiriya (The Secretariat of Higher Education, Professor Akeel Hussain Akeel).
- Fluorescent probe
- Static quenching
ASJC Scopus subject areas
- Drug Discovery
- Organic Chemistry