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Resolution of the phytanic acid alpha-oxidation pathway: identification of pristanal as product of the decarboxylation of 2-hydroxyphytanoyl-CoA.
Biochem Biophys Res Commun. 1997 Aug 08; 237(1):33-6.BB

Abstract

The structure and enzymology of the phytanic acid alpha-oxidation pathway have long remained an enigma. Recent studies have shown that phytanic acid first undergoes activation to its coenzyme A ester, followed by hydroxylation to 2-hydroxyphytanoyl-CoA. In this paper we have studied the mechanism of decarboxylation of 2-hydroxyphytanoyl-CoA in human liver. To this end, human liver homogenates were incubated with 2-hydroxyphytanoyl-CoA in the presence or absence of NAD+. Hereafter, the medium was analyzed for the presence of pristanal and pristanic acid by gas chromatography mass spectrometry. Our results show that pristanal is formed from 2-hydroxyphytanoyl-CoA. Pristanal is subsequently oxidized to pristanic acid in a NAD+ dependent reaction. These results finally resolve the mechanism of the phytanic acid alpha-oxidation process in human liver.

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Authors+Show Affiliations

Verhoeven NM
Department of Clinical Chemistry, Free University Hospital, Amsterdam, The Netherlands.
Schor DS
No affiliation info available
ten Brink HJ
No affiliation info available
Wanders RJ
No affiliation info available
Jakobs C
No affiliation info available

MeSH

AldehydesCoenzyme ADecarboxylationFatty AcidsHumansLiverMicrobodiesModels, ChemicalOxidation-ReductionPhytanic Acid

Pub Type(s)

Journal Article

Language

eng

PubMed ID

9266824

Citation

Verhoeven, N M., et al. "Resolution of the Phytanic Acid Alpha-oxidation Pathway: Identification of Pristanal as Product of the Decarboxylation of 2-hydroxyphytanoyl-CoA." Biochemical and Biophysical Research Communications, vol. 237, no. 1, 1997, pp. 33-6.
Verhoeven NM, Schor DS, ten Brink HJ, et al. Resolution of the phytanic acid alpha-oxidation pathway: identification of pristanal as product of the decarboxylation of 2-hydroxyphytanoyl-CoA. Biochem Biophys Res Commun. 1997;237(1):33-6.
Verhoeven, N. M., Schor, D. S., ten Brink, H. J., Wanders, R. J., & Jakobs, C. (1997). Resolution of the phytanic acid alpha-oxidation pathway: identification of pristanal as product of the decarboxylation of 2-hydroxyphytanoyl-CoA. Biochemical and Biophysical Research Communications, 237(1), 33-6.
Verhoeven NM, et al. Resolution of the Phytanic Acid Alpha-oxidation Pathway: Identification of Pristanal as Product of the Decarboxylation of 2-hydroxyphytanoyl-CoA. Biochem Biophys Res Commun. 1997 Aug 8;237(1):33-6. PubMed PMID: 9266824.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Resolution of the phytanic acid alpha-oxidation pathway: identification of pristanal as product of the decarboxylation of 2-hydroxyphytanoyl-CoA. AU - Verhoeven,N M, AU - Schor,D S, AU - ten Brink,H J, AU - Wanders,R J, AU - Jakobs,C, PY - 1997/8/8/pubmed PY - 1997/8/8/medline PY - 1997/8/8/entrez SP - 33 EP - 6 JF - Biochemical and biophysical research communications JO - Biochem Biophys Res Commun VL - 237 IS - 1 N2 - The structure and enzymology of the phytanic acid alpha-oxidation pathway have long remained an enigma. Recent studies have shown that phytanic acid first undergoes activation to its coenzyme A ester, followed by hydroxylation to 2-hydroxyphytanoyl-CoA. In this paper we have studied the mechanism of decarboxylation of 2-hydroxyphytanoyl-CoA in human liver. To this end, human liver homogenates were incubated with 2-hydroxyphytanoyl-CoA in the presence or absence of NAD+. Hereafter, the medium was analyzed for the presence of pristanal and pristanic acid by gas chromatography mass spectrometry. Our results show that pristanal is formed from 2-hydroxyphytanoyl-CoA. Pristanal is subsequently oxidized to pristanic acid in a NAD+ dependent reaction. These results finally resolve the mechanism of the phytanic acid alpha-oxidation process in human liver. SN - 0006-291X UR - https://www.unboundmedicine.com/medline/citation/9266824/Resolution_of_the_phytanic_acid_alpha_oxidation_pathway:_identification_of_pristanal_as_product_of_the_decarboxylation_of_2_hydroxyphytanoyl_CoA_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0006-291X(97)97066-2 DB - PRIME DP - Unbound Medicine ER -