Biosynthesis of vitamin B1 in yeast. Derivation of the pyrimidine unit from pyridoxine and histidine. Intermediacy of urocanic acid

J Am Chem Soc. 2003 Oct 29;125(43):13094-105. doi: 10.1021/ja030261j.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Candida / metabolism*
  • Glucose / metabolism
  • Glycerol / metabolism
  • Histidine / metabolism*
  • Nuclear Magnetic Resonance, Biomolecular
  • Pyridines / metabolism*
  • Pyridoxine / metabolism*
  • Saccharomyces cerevisiae / metabolism*
  • Thiamine / biosynthesis*
  • Thiamine / metabolism
  • Urocanic Acid / metabolism*
  • Vitamin B 6 / metabolism

Substances

  • Pyridines
  • Histidine
  • Vitamin B 6
  • Urocanic Acid
  • Glucose
  • Pyridoxine
  • pyridine
  • Glycerol
  • Thiamine