8-Fluoro-8-demethylriboflavin was shown to be a potential active-site-directed reagent for flavoproteins. It reacted with the nucleophiles of N-acetylcysteine (-SH), N-acetyltyrosine (-OH), alpha-N-acetyllysine, and glycine (epsilon- and alpha-NH2, respectively) under fairly mild conditions, and the reaction products were identified. The reactivity of the fluoroflavin was higher than that of 8-chloro-8-demethylriboflavin, which reacted only with the cysteine derivative among the amino acid derivatives used, and whose pseudo first order rate constant at 23 degrees C was 1/23 of that of the fluoroflavin. The reactivity of the fluoroflavin was also estimated by 13C and 19F NMR spectroscopy. The results showed that this compound is more reactive than the chloroflavin.
8-Fluoro-8-demethylriboflavin as a potential active-site-directed reagent for flavoprotein. Reaction with some amino acids. Publishing Authors By Initials
8-Fluoro-8-demethylriboflavin as a potential active-site-directed reagent for flavoprotein. Reaction with some amino acids. Journal Published:
PUBLICATION TYPE: Research Support, Non-U.S. Gov
Journal: Journal of biochemistry
VOLUME: 93
Page Numbers: 397-402
Journal Abbreviation: J. Biochem.
ISSN: 0021-924X
DAY: 19
MONTH: Feb
YEAR: 1983
8-Fluoro-8-demethylriboflavin as a potential active-site-directed reagent for flavoprotein. Reaction with some amino acids. Information
Number of References:
LANGUAGE: eng
NlmUniqueID: 376600
8-Fluoro-8-demethylriboflavin as a potential active-site-directed reagent for flavoprotein. Reaction with some amino acids. Keywords Mesh Terms:
KEYWORDS: Structure-Activity Relationship
MESH TERMS: pharmacology
Chemical & Substance for Abstract: 8-Fluoro-8-demethylriboflavin as a potential active-site-directed reagent for flavoprotein. Reaction with some amino acids. Information
Substance Name: Riboflavin
Registry Number: 83-88-5
Grant and Affiliation Information for 8-Fluoro-8-demethylriboflavin as a potential active-site-directed reagent for flavoprotein. Reaction with some amino acids.
AFFILIATION:
Country: JAPAN
AGENCY:
GRANT:
ACRONYM:
MEDLINETA: J Biochem
REFSOURCE:
DATABASENAME:
ACCESSION NUMBER:
Number Hits: 0
8-Fluoro-8-demethylriboflavin as a potential active-site-directed reagent for flavoprotein Reaction with some amino acids Related Publications