title: A coumarin-based "turn-on" fluorescent sensor for the determination of Al3+: single crystal X-ray structure and cell staining properties.
abstract: An efficient Al(3+) receptor, 6-(2-hydroxybenzylideneamino)-2H-chromen-2-one (HBC), has been synthesized by condensing salicylaldehyde with 6-aminocoumarin. The molecular structure of HBC has been determined by a single crystal X-ray analysis. It was established that in the presence of Al(3+), HBC shows 25 fold enhancement of fluorescence intensity which might be attributed to the chelation-enhanced fluorescence (CHEF) process. HBC binds Al(NO3)3 in a 1 : 1 stoichiometry with a binding constant (K) of 7.9 × 10(4) M(-1). Fe(3+) and Mn(2+) quench the emission intensity of the [HBC + Al(3+)] system to an insignificant extent at a concentration 10 times higher compared to that of Al(3+). HBC is highly efficient in the detection of intracellular Al(3+) under a fluorescence microscope.
authors.affiliation: Department of Chemistry, The University of Burdwan, Burdwan, 713104 West Bengal, India.
authors.forename: Subarna
authors.initials: S
authors.lastname: Guha
authors.forename: Sisir
authors.initials: S
authors.lastname: Lohar
authors.forename: Animesh
authors.initials: A
authors.lastname: Sahana
authors.forename: Arnab
authors.initials: A
authors.lastname: Banerjee
authors.forename: Damir A
authors.initials: DA
authors.lastname: Safin
authors.forename: Maria G
authors.initials: MG
authors.lastname: Babashkina
authors.forename: Mariusz P
authors.initials: MP
authors.lastname: Mitoraj
authors.forename: Michael
authors.initials: M
authors.lastname: Bolte
authors.forename: Yann
authors.initials: Y
authors.lastname: Garcia
authors.forename: Subhra Kanti
authors.initials: SK
authors.lastname: Mukhopadhyay
authors.forename: Debasis
authors.initials: D
authors.lastname: Das
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000535:Aluminum / Q000032:analysis* / Q000737:chemistry; D001407:Bacillus / Q000187:drug effects / Q000378:metabolism; D002175:Candida / Q000187:drug effects / Q000378:metabolism; D002867:Chromones / Q000737:chemistry* / Q000494:pharmacology; D003374:Coumarins / Q000737:chemistry; D005456:Fluorescent Dyes / Q000737:chemistry* / Q000494:pharmacology; D008856:Microscopy, Fluorescence
chemical_list: C586197:6-(2-hydroxybenzylideneamino)-2H-chromen-2-one; D000447:Aldehydes; D002867:Chromones; D003374:Coumarins; D005456:Fluorescent Dyes; C013243:salicylaldehyde; D000535:Aluminum; C067496:6-amino-1,2-benzopyrone