Intermediates in the conversion of 5'-S-methylthioadenosine to methionine in Klebsiella pneumoniae

J Biol Chem. 1988 Jul 15;263(20):9598-606.

Abstract

Extracts of Klebsiella pneumoniae oxidatively convert 1-phospho-5-S-methylthioribose (1-PMTR) to alpha-keto-gamma-methylthiobutyrate, a precursor of methionine, and to S-methylthiopropionate and formate. One equivalent of formate is produced per equivalent of alpha-keto-gamma-methylthiobutyrate and two equivalents of formate per equivalent of methylthiopropionate. Two compounds were identified as intermediates in this reaction sequence: 1-phospho-5-S-methylthioribulose (1-PMT-ribulose) and 1-phospho-2,3-diketo-5-S-methylpentane. The enzyme, 1-PMTR isomerase, which converts 1-PMTR to 1-PMT-ribulose was highly purified. In addition, a protein fraction was isolated which converts 1-PMT-ribulose to the phosphodiketone. A second protein fraction was isolated that converts the phosphodiketone to an intermediate which has not been isolated so far. This intermediate is oxidatively converted to alpha-keto-gamma-methylthiobutyrate and S-methylthiopropionate by a third protein fraction. Methylthiopropionate is not derived from free alpha-keto-gamma-methylthiobutyrate.

Publication types

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

MeSH terms

  • Adenosine / analogs & derivatives*
  • Adenosine / metabolism
  • Aldose-Ketose Isomerases*
  • Animals
  • Carbohydrate Epimerases / isolation & purification
  • Carbohydrate Epimerases / metabolism
  • Chemical Phenomena
  • Chemistry
  • Chromatography, High Pressure Liquid
  • Deoxyadenosines*
  • Formates / metabolism
  • Klebsiella pneumoniae / metabolism*
  • Liver / enzymology
  • Magnetic Resonance Spectroscopy
  • Methionine / metabolism*
  • Organophosphorus Compounds / metabolism
  • Oxidation-Reduction
  • Periodic Acid
  • Rats
  • Ribosemonophosphates / metabolism
  • Thioglycosides / metabolism
  • Thionucleosides / metabolism*

Substances

  • 5'-methylthioribose 1-phosphate
  • Deoxyadenosines
  • Formates
  • Organophosphorus Compounds
  • Ribosemonophosphates
  • Thioglycosides
  • Thionucleosides
  • formic acid
  • Periodic Acid
  • 1-phospho-2,3-diketo-5-S-methylthiopentane
  • 5'-methylthioadenosine
  • Methionine
  • metaperiodate
  • Carbohydrate Epimerases
  • 1-phospho-5-S-methylthioribofuranoside isomerase
  • Aldose-Ketose Isomerases
  • Adenosine