Products of cytochrome P450(BioI) (CYP107H1)-catalyzed oxidation of fatty acids.
[reaction: see text] Oxidation of tetradecanoic and hexadecanoic acids by cytochrome P450(BioI) (CYP107H1) produces mainly the 11-, 12-, and 13-hydroxy C(14) fatty acids and the 11- to 15-hydroxy C(16) fatty acids, respectively. In contrast to previous reports, terminal hydroxylation is not observed. The enantiospecificity of fatty acid hydroxylation by P450(BioI) was also determined, and the enzyme was shown to be moderately selective for production of the (R)-alcohols.
Cryle
Max J
MJ
Department of Chemistry, University of Queensland, St. Lucia, Brisbane 4072, Australia.
Matovic
Nick J
NJ
De Voss
James J
JJ
D001426:Bacterial Proteins / Q000378:metabolism*; D002384:Catalysis; D003577:Cytochrome P-450 Enzyme System / Q000737:chemistry / Q000378:metabolism*; D004952:Esters / Q000737:chemistry; D005227:Fatty Acids / Q000737:chemistry / Q000378:metabolism*; D008401:Gas Chromatography-Mass Spectrometry; D008956:Models, Chemical; D019814:Myristic Acid / Q000737:chemistry; D010084:Oxidation-Reduction; D019308:Palmitic Acid / Q000737:chemistry; D013237:Stereoisomerism
D001426:Bacterial Proteins; D004952:Esters; D005227:Fatty Acids; D019814:Myristic Acid; D019308:Palmitic Acid; D003577:Cytochrome P-450 Enzyme System; C483260:CYP107H1, Bacillus subtilis