292149-08-7Relevant academic research and scientific papers
A preparative, spectroscopic anti equilibrium study of some phenyl-2- thiazoline fluorophores for aluminium(III) detection
Lambert, Stephanie G.,Taylor, Jo-Anne M.,Wegener, Kate L.,Woodhouse, Susan L.,Lincoln, Stephen F.,Ward, A. David
, p. 541 - 546 (2000)
As part of a study of fluorophores for selective Al3+ detection and of potential use in the study of intracellular Al3+, the preparative, UV- visible and fluorescence spectroscopic, and Al3+ coordination characteristics of five ligands containing the conjugated phenolic substituted thiazoline chromophore of the natural siderophore, pyochelin, 2- [2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-3-methyl-1,3-thiazolane-4- carboxylic acid) 1, are reported. The five ligands are 2-(2-hydroxyphenyl)- 4,5-dihydro-1,3-thiazole-4-carboxylic acid, 2, 2-(4,5-dihydro-1,3-thiazol-2- yl)phenol, 3, 4-bromo-2-(4,5-dihydro-1,3-thiazol-2-yl)phenol, 4, 2-(4,5- dihydro-1,3-thiazol-2-yl)-5-nitrophenol, 5, and 2-(4,5-dihydro-1,3-thiazol-2- yl)-4-nitrophenol, 6. All form stable binary Al3+ complexes in 75% methanol and 25% water in the case of 2, and 73.2% methanol, 24.4% water and 2.4% N,N- dimethylformamide in the case of 3-6, and exhibit substantial UV-visible absorbance changes on coordination. However, while 2, 3 and 4 fluoresce strongly when coordinated to Al3+, 5 and 6 do not, probably because their fluorescence is quenched through a twisted intramolecular charge transfer process. All five ligands show selectivity in complexing for Al3+ over other metal ions and, in the case of 2, 3 and 4, represent an initial stage in the development of Al3+ specific fluorophores for biological use.
