Evaluation of biosynthetic pathways to delta-aminolevulinic acid in Propionibacterium shermanii based on biosynthesis of vitamin B12 from D-[1-13C]glucose.
Analysis of the (13)C nuclear magnetic resonance (NMR) spectrum of (13)C-labeled vitamin B(12) biosynthesized from D-[1-(13)C]glucose by Propionibacterium shermanii provided evidence suggesting that delta-aminolevulinic acid (ALA) incorporated in the (13)C-labeled vitamin B(12) may have been synthesized via both the Shemin pathway and the C5 pathway under anaerobic conditions in the ratio of 1 < [(ratio of ALA biosynthesis from the Shemin pathway)/(that from the C5 pathway)] < 1.8. The D-ribose moiety of vitamin B(12) was labeled with (13)C at R-1, R-3, and R-5. The aminopropanol moiety of vitamin B(12) was labeled on Pr-1 and Pr-2, but not Pr-3.
Iida
K
K
Department of Medicinal Chemistry, Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose-shi, Tokyo 204-8588, Japan.
Kajiwara
M
M
D000624:5-Aminolevulinate Synthetase / Q000378:metabolism; D000622:Aminolevulinic Acid / Q000378:metabolism*; D002247:Carbon Isotopes; D017077:Culture Media, Conditioned; D005947:Glucose / Q000378:metabolism*; D019906:Nuclear Magnetic Resonance, Biomolecular; D011412:Propanolamines / Q000378:metabolism; D011424:Propionibacterium / Q000254:growth & development / Q000378:metabolism*; D012266:Ribose / Q000378:metabolism; D014805:Vitamin B 12 / Q000096:biosynthesis* / Q000378:metabolism
D002247:Carbon Isotopes; D017077:Culture Media, Conditioned; D011412:Propanolamines; D012266:Ribose; D000622:Aminolevulinic Acid; D000624:5-Aminolevulinate Synthetase; D005947:Glucose; D014805:Vitamin B 12