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Peroxisomal beta-oxidation of 2-methyl-branched acyl-CoA esters: stereospecific recognition of the 2S-methyl compounds by trihydroxycoprostanoyl-CoA oxidase and pristanoyl-CoA oxidase.
FEBS Lett. 1996 Jun 10; 388(1):80-4.FL

Abstract

Trihydroxycoprostanoyl-CoA oxidase and pristanoyl-CoA oxidase, purified from rat liver, both catalyse the desaturation of 2-methyl-branched acyl-CoAs. Upon incubation with the pure isomers of 2-methylpentadecanoyl-CoA, both enzymes acted only on the S-isomer. The R-isomer inhibited trihydroxycoprostanoyl-CoA oxidase but did not affect pristanoyl-CoA oxidase. The activity of both enzymes was suppressed by 3-methylheptadecanoyl-CoA. Valproyl-CoA and 2-ethylhexanoyl-CoA, however, did not influence the oxidases. Although only one isomer of 25R,S-trihydroxycoprostanovl-CoA was desaturated by trihydroxycoprostanoyl-CoA oxidase, isolated peroxisomes were able to act on both isomers, suggesting the presence of a racemase in these organelles. Given the opposite stereoselectivity of the 26-cholesterol hydroxylase and of the oxidase, the racemase is essential for bile acid formation.

Authors+Show Affiliations

Katholieke Universiteit Leuven, Campus Gasthuisberg, Departement Moleculaire Celbiologie, Afdeling Farmakologie, Belgium.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

8654595

Citation

Van Veldhoven, P P., et al. "Peroxisomal Beta-oxidation of 2-methyl-branched acyl-CoA Esters: Stereospecific Recognition of the 2S-methyl Compounds By trihydroxycoprostanoyl-CoA Oxidase and pristanoyl-CoA Oxidase." FEBS Letters, vol. 388, no. 1, 1996, pp. 80-4.
Van Veldhoven PP, Croes K, Asselberghs S, et al. Peroxisomal beta-oxidation of 2-methyl-branched acyl-CoA esters: stereospecific recognition of the 2S-methyl compounds by trihydroxycoprostanoyl-CoA oxidase and pristanoyl-CoA oxidase. FEBS Lett. 1996;388(1):80-4.
Van Veldhoven, P. P., Croes, K., Asselberghs, S., Herdewijn, P., & Mannaerts, G. P. (1996). Peroxisomal beta-oxidation of 2-methyl-branched acyl-CoA esters: stereospecific recognition of the 2S-methyl compounds by trihydroxycoprostanoyl-CoA oxidase and pristanoyl-CoA oxidase. FEBS Letters, 388(1), 80-4.
Van Veldhoven PP, et al. Peroxisomal Beta-oxidation of 2-methyl-branched acyl-CoA Esters: Stereospecific Recognition of the 2S-methyl Compounds By trihydroxycoprostanoyl-CoA Oxidase and pristanoyl-CoA Oxidase. FEBS Lett. 1996 Jun 10;388(1):80-4. PubMed PMID: 8654595.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Peroxisomal beta-oxidation of 2-methyl-branched acyl-CoA esters: stereospecific recognition of the 2S-methyl compounds by trihydroxycoprostanoyl-CoA oxidase and pristanoyl-CoA oxidase. AU - Van Veldhoven,P P, AU - Croes,K, AU - Asselberghs,S, AU - Herdewijn,P, AU - Mannaerts,G P, PY - 1996/6/10/pubmed PY - 1996/6/10/medline PY - 1996/6/10/entrez SP - 80 EP - 4 JF - FEBS letters JO - FEBS Lett VL - 388 IS - 1 N2 - Trihydroxycoprostanoyl-CoA oxidase and pristanoyl-CoA oxidase, purified from rat liver, both catalyse the desaturation of 2-methyl-branched acyl-CoAs. Upon incubation with the pure isomers of 2-methylpentadecanoyl-CoA, both enzymes acted only on the S-isomer. The R-isomer inhibited trihydroxycoprostanoyl-CoA oxidase but did not affect pristanoyl-CoA oxidase. The activity of both enzymes was suppressed by 3-methylheptadecanoyl-CoA. Valproyl-CoA and 2-ethylhexanoyl-CoA, however, did not influence the oxidases. Although only one isomer of 25R,S-trihydroxycoprostanovl-CoA was desaturated by trihydroxycoprostanoyl-CoA oxidase, isolated peroxisomes were able to act on both isomers, suggesting the presence of a racemase in these organelles. Given the opposite stereoselectivity of the 26-cholesterol hydroxylase and of the oxidase, the racemase is essential for bile acid formation. SN - 0014-5793 UR - https://www.unboundmedicine.com/medline/citation/8654595/Peroxisomal_beta_oxidation_of_2_methyl_branched_acyl_CoA_esters:_stereospecific_recognition_of_the_2S_methyl_compounds_by_trihydroxycoprostanoyl_CoA_oxidase_and_pristanoyl_CoA_oxidase_ L2 - https://linkinghub.elsevier.com/retrieve/pii/0014-5793(96)00508-X DB - PRIME DP - Unbound Medicine ER -