Biosynthesis of the thiamin-thiazole in eukaryotes: identification of a thiazole tautomer intermediate.
Thiamin thiazole biosynthesis in eukaryotes is still not completely understood. In this report, a late intermediate, tightly bound to the active site of the Saccharomyces cerevisiae thiazole synthase, was identified as an adenylated thiazole tautomer. The reactivity of this unusual compound was evaluated. Its identification provides an additional molecular snapshot of the complex reaction sequence catalyzed by the eukaryotic thiazole synthase and identifies the final step of the thiamin-thiazole biosynthesis.
Chatterjee
Abhishek
A
Department of Chemistry and Chemical Biology, Cornell University, Ithaca, New York 14853, USA.
Schroeder
Frank C
FC
Jurgenson
Christopher T
CT
Ealick
Steven E
SE
Begley
Tadhg P
TP
D000244:Adenosine Diphosphate / Q000378:metabolism; D002384:Catalysis; D020134:Catalytic Domain; D002851:Chromatography, High Pressure Liquid; D005057:Eukaryotic Cells / Q000201:enzymology*; D007536:Isomerism; D008954:Models, Biological; D012441:Saccharomyces cerevisiae / Q000166:cytology / Q000201:enzymology*; D013057:Spectrum Analysis; D013831:Thiamine / Q000096:biosynthesis*; D013844:Thiazoles / Q000378:metabolism*; D013997:Time Factors
D013844:Thiazoles; D000244:Adenosine Diphosphate; D013831:Thiamine