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- Title
Quantitative evaluation of the biosynthetic pathways leading to δ-aminolevulinic acid from the Shemin precursor glycine via the C5 pathway in Arthrobacter hyalinus by analysis of C-labeled coproporphyrinogen III biosynthesized from [2-C]glycine, [1-C]acetate, and [2-C]acetate using C NMR spectroscopy
- Authors
Iida, Katsumi
- Abstract
The biosynthetic pathways leading to δ-aminolevulinic acid (ALA) from the Shemin precursor glycine via the C5 pathway in Arthrobacter hyalinus were quantitatively evaluated by means of feeding experiments with [2-C]glycine, sodium [1-C]acetate, and sodium [2-C]acetate, followed by analysis of the labeling patterns of coproporphyrinogen III (Copro'gen III) (biosynthesized from ALA) using C NMR spectroscopy. Two biosynthetic pathways leading to ALA from glycine via the C5 pathway were identified: i.e., transformation of glycine to l-serine catalyzed by glycine hydroxymethyltransferase, and glycine synthase-catalyzed catabolism of glycine to N, N-methylene-tetrahydrofolic acid (THF), which reacts with another molecule of glycine to afford l-serine. l-Serine is transformed to acetyl-CoA via pyruvic acid. Acetyl-CoA enters the tricarboxylic acid cycle, affording 2-oxoglutaric acid, which in turn is transformed to l-glutamic acid. The l-glutamic acid enters the C5 pathway, affording ALA in A. hyalinus. A C NMR spectroscopic comparison of the labeling patterns of Copro'gen III obtained after feeding of [2-C]glycine, sodium [1-C]acetate, and sodium [2-C]acetate showed that [2-C]glycine transformation and [2-C]glycine catabolism in A. hyalinus proceed in the ratio of 52 and 48 %. The reaction of [2-C]glycine and N, N-methylene-THF, that of glycine and N, N-[ methylene-C]methylene-THF generated from the [2-C]glycine catabolism, and that of [2-C]glycine and N, N-[ methylene-C]methylene-THF transformed the fed [2-C]glycine to [1-C]acetyl-CoA, [2-C]acetyl-CoA, and [1,2-C]acetyl-CoA in the ratios of 42, 37, and 21 %, respectively. These labeled acetyl-CoAs were then incorporated into ALA. Our results provide a quantitative picture of the pathways of biosynthetic transformation to ALA from glycine in A. hyalinus.
- Subjects
QUANTITATIVE chemical analysis; BIOSYNTHESIS; AMINOLEVULINIC acid; GLYCINE; SODIUM acetate; ARTHROBACTER; TETRAHYDROFOLIC acid; NUCLEAR magnetic resonance spectroscopy
- Publication
Journal of Radioanalytical & Nuclear Chemistry, 2013, Vol 295, Issue 3, p1819
- ISSN
0236-5731
- Publication type
Article
- DOI
10.1007/s10967-012-2104-4