PMID:11404482
| Citation |
Illarionov, B, Eisenreich, W and Bacher, A (2001) A pentacyclic reaction intermediate of riboflavin synthase. Proc. Natl. Acad. Sci. U.S.A. 98:7224-9 |
|---|---|
| Abstract |
The S41A mutant of riboflavin synthase from Escherichia coli catalyzes the formation of riboflavin from 6,7-dimethyl-8-ribityllumazine at a very low rate. Quenching of presteady-state reaction mixtures with trifluoroacetic acid afforded a compound with an absorption maximum at 412 nm (pH 1.0) that can be converted to a mixture of riboflavin and 6,7-dimethyl-8-ribityllumazine by treatment with wild-type riboflavin synthase. The compound was shown to qualify as a kinetically competent intermediate of the riboflavin synthase-catalyzed reaction. Multinuclear NMR spectroscopy, using various 13C- and 15N-labeled samples, revealed a pentacyclic structure arising by dimerization of 6,7-dimethyl-8-ribityllumazine. Enzyme-catalyzed fragmentation of this compound under formation of riboflavin can occur easily by a sequence of two elimination reactions. |
| Links |
PubMed PMC34650 Online version:10.1073/pnas.131610698 |
| Keywords |
Amino Acid Substitution; Carbon Isotopes; Escherichia coli/enzymology; Kinetics; Magnetic Resonance Spectroscopy; Molecular Structure; Mutagenesis, Site-Directed; Nitrogen Isotopes; Pteridines/chemistry; Pteridines/metabolism; Recombinant Proteins/chemistry; Recombinant Proteins/metabolism; Riboflavin/biosynthesis; Riboflavin/chemistry; Riboflavin Synthase/chemistry; Riboflavin Synthase/metabolism; Spectrophotometry |
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