Biosynthesis of Vitamin B1 in Yeast. Derivation of the Pyrimidine Unit from Pyridoxine and Histidine. Intermediacy of Urocanic Acid

Incorporation studies with 13C-, 15N-, and 2H-labeled substrates, followed by NMR analysis, show that the pyrimidine unit of thiamin (Vitamin B1) originates from a C5N fragment, derived from C-2‘,2,N,C-6,5,5‘ of pyridoxol (Vitamin B6) and an N−C−N fragment derived from l-histidine. Urocanic acid ser...

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Veröffentlicht in:	Journal of the American Chemical Society 2003-10, Vol.125 (43), p.13094-13105
Hauptverfasser:	Zeidler, Johannes, Sayer, Brian G, Spenser, Ian D
Format:	Artikel
Sprache:	eng
Schlagworte:	Analytical, structural and metabolic biochemistry Biological and medical sciences Candida - metabolism Coenzymes, vitamins Fundamental and applied biological sciences. Psychology Glucose - metabolism Glycerol - metabolism Histidine - metabolism Nuclear Magnetic Resonance, Biomolecular Other biological molecules Pyridines - metabolism Pyridoxine - metabolism Saccharomyces cerevisiae - metabolism Thiamine - biosynthesis Thiamine - metabolism Urocanic Acid - metabolism Vitamin B 6 - metabolism
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Beschreibung
Zusammenfassung:	Incorporation studies with 13C-, 15N-, and 2H-labeled substrates, followed by NMR analysis, show that the pyrimidine unit of thiamin (Vitamin B1) originates from a C5N fragment, derived from C-2‘,2,N,C-6,5,5‘ of pyridoxol (Vitamin B6) and an N−C−N fragment derived from l-histidine. Urocanic acid serves as an intermediate on the route of the N−C−N fragment of histidine into the thiamin pyrimidine.
ISSN:	0002-7863 1520-5126
DOI:	10.1021/ja030261j