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2,3-Dihydroxy-3-methylpentanoic acid
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changed 477198728 2,3-Dihydroxy-3-methylpentanoic acid.svg 180px 2,3-Dihydroxy-3-methylpentanoic acid correct chemspider 7 correct kegg C04104 1/C6H12O4/c1-3-6(2,10)4(7)5(8)9/h4,7,10H,3H2,1-2H3,(H,8,9) PDGXJDXVGMHUIR-UHFFFAOYAA O=C(O)C(O)C(O)(C)CC correct chemspider 1S/C6H12O4/c1-3-6(2,10)4(7)5(8)9/h4,7,10H,3H2,1-2H3,(H,8,9) correct chemspider PDGXJDXVGMHUIR-UHFFFAOYSA-N changed ?? 562-43-6 correct FDA PA5FGR93HJ 8 CCC(C)(C(C(=O)O)O)O 2,3-dihydroxy-3-methylpentanoic+acid
C6H12O4 148.16 g/mol
2,3-Dihydroxy-3-methylpentanoic acid is an intermediate in the metabolism of isoleucine.
Metabolism
2,3-Dihydroxy-3-methylpentanoate is synthesized by the action of acetolactate mutase with subsequent reduction from α-aceto-α-hydroxybutyrate through 3-hydroxy-2-keto-3-methylpentanoate:Voet Donald Biochemistry Voet Judith G. 2011 Wiley 978-0-470-91745-9 4. Hoboken, NJ 10741075
α-aceto-α-hydroxybutyrate → 3-hydroxy-2-keto-3-methylpentanoate
3-hydroxy-2-keto-3-methylpentanoate + NAD(P)H → 2,3-dihydroxy-3-methylpentanoate + NAD(P)+
It is then processed by the action of dihydroxyacid dehydratase, which results in 2-keto-3-methylvalerate and water:
2,3-dihydroxy-3-methylpentanoate → 2-keto-3-methylvalerate + H2O
Transamination of 2-keto-3-methylvalerate yields isoleucine.
References
Category:Alpha hydroxycarboxylic acids
Category:Vicinal diols
Category:Beta hydroxycarboxylic acids