title: Chiral discrimination between D- and L-tryptophan based on the alteration of the fluorescence lifetimes by the chiral additives.
abstract: The chiral microenvironmental properties of bovine serum albumin, cyclodextrins and their mixtures were comparatively investigated based on pyrene as the fluorescence probe. On this basis, a time resolved fluorescence technique to discriminate D- and L-tryptophan (Trp) without separation was developed. This method was based on the quenching rate difference between d- and l-Trp to pyrene in various media including bovine serum albumin, cyclodextrins and their mixtures. Pyrene, tryptophan and bovine serum albumin (or cyclodextrin) could form ternary complexes, which provided a possibility for the discrimination of D- and L-Trp enantiomers. The results indicated that the chiral discrimination of Trp enantiomers could be obtained in the mixture system of gamma-cyclodextrin and BSA system, in which the fluorescence lifetime difference (Deltatau) and the lifetime difference percentage (Deltatau/tau) were 55.8ns and 28.50%, respectively.
authors.affiliation: Research Center of Environmental Science and Engineering, College of Chemistry and Chemical Engineering, Shanxi University, Taiyuan, Shanxi, People's Republic of China. weiyanli@sxu.edu.cn
authors.forename: Yanli
authors.initials: Y
authors.lastname: Wei
authors.forename: Sufang
authors.initials: S
authors.lastname: Wang
authors.forename: Shaomin
authors.initials: S
authors.lastname: Shuang
authors.forename: Chuan
authors.initials: C
authors.lastname: Dong
mesh_terms: D000818:Animals; D002417:Cattle; D002623:Chemistry Techniques, Analytical; D003505:Cyclodextrins / Q000737:chemistry; D004305:Dose-Response Relationship, Drug; D005453:Fluorescence; D011721:Pyrenes / Q000737:chemistry; D012710:Serum Albumin, Bovine / Q000737:chemistry; D013237:Stereoisomerism; D014364:Tryptophan / Q000737:chemistry*; D047408:gamma-Cyclodextrins / Q000032:analysis*
chemical_list: D003505:Cyclodextrins; D011721:Pyrenes; D047408:gamma-Cyclodextrins; D012710:Serum Albumin, Bovine; D014364:Tryptophan; C030984:pyrene; C023792:gamma-cyclodextrin