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Oxidative Dearomatization of PLP in Thiamin Pyrimidine Biosynthesis in Candida albicans .
- Source :
-
Journal of the American Chemical Society [J Am Chem Soc] 2023 Mar 01; Vol. 145 (8), pp. 4421-4430. Date of Electronic Publication: 2023 Feb 20. - Publication Year :
- 2023
-
Abstract
- The yeast thiamin pyrimidine synthase THI5p catalyzes one of the most complex organic rearrangements found in primary metabolism. In this reaction, the active site His66 and PLP are converted to thiamin pyrimidine in the presence of Fe(II) and oxygen. The enzyme is a single-turnover enzyme. Here, we report the identification of an oxidatively dearomatized PLP intermediate. We utilize oxygen labeling studies, chemical-rescue-based partial reconstitution experiments, and chemical model studies to support this identification. In addition, we also identify and characterize three shunt products derived from the oxidatively dearomatized PLP.
- Subjects :
- Thiamine chemistry
Oxygen
Oxidative Stress
Candida albicans
Pyrimidines chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 1520-5126
- Volume :
- 145
- Issue :
- 8
- Database :
- MEDLINE
- Journal :
- Journal of the American Chemical Society
- Publication Type :
- Academic Journal
- Accession number :
- 36802573
- Full Text :
- https://doi.org/10.1021/jacs.2c08560