title: Fluorescent oxidation products derived from DBD-thiocarbamoyl amino acid in the modified Edman sequencing analysis.
abstract: The fluorescent product obtained by the oxidation of 7-N, N-dimethylaminosulfonyl-4-(2,1,3-benzoxadiazolyl) (DBD)-thiocarbamoyl (TC)-proline with NaNO(2)/H(+) in the modified Edman sequencing procedure was identified as the corresponding thiazolyl compound, N-[(8-dimethylaminosulfonyl)thiazolo[5,4, e]benzo[2,1,3]oxadiazol-5-yl]-L-proline, formed by the attack of the sulfur atom of the thiocarbamoyl group on the benzofurazan skeleton. The reaction mechanism for the formation of the fluorescent compound from DBD-TC primary and secondary amines is also discussed.
authors.affiliation: Department of Bio-Analytical Chemistry, Graduate School of Pharmaceutical Sciences, University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Y
authors.initials: Y
authors.lastname: Huang
authors.forename: T
authors.initials: T
authors.lastname: Santa
authors.forename: S
authors.initials: S
authors.lastname: Uchiyama
authors.forename: K
authors.initials: K
authors.lastname: Imai
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D005456:Fluorescent Dyes / Q000737:chemistry*; D010084:Oxidation-Reduction; D020539:Sequence Analysis, Protein / Q000379:methods*; D013050:Spectrometry, Fluorescence
chemical_list: D000596:Amino Acids; D005456:Fluorescent Dyes