Presqualene alcohol, squalene, and sterol biosynthesis from bifarnesol

To cast light on the overall biosynthetic conversion of farnesol pyrophosphate to presqualene alcohol pyrophosphate (PSA), the biochemical precursor of squalene as well as all sterols, radiolabeled bifarnesol (1) was prepared and fed to Gibberella fujikuroi. The diol ( 1), acting as a surrogate for...

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Published inExperimental mycology Vol. 14; no. 1; pp. 74 - 77
Main Authors Nes, W. David, Le, Phu, van Tamelen, Eugene E., Leopold, Eric J.
Format Journal Article
LanguageEnglish
Published New York, NY Elsevier Inc 1990
Academic Press
Subjects
Biological and medical sciences
Fundamental and applied biological sciences. Psychology
Growth, nutrition, metabolism, transports, enzymes. Molecular biology
Microbiology
Mycology
Fungi
Gibberella fujikuroi
Radiolabelling
Squalene
Ascomycetes
Biosynthesis
Biosynthesis precursor
Metabolism
Chromatography
Thallophyta
Sterol
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Summary:To cast light on the overall biosynthetic conversion of farnesol pyrophosphate to presqualene alcohol pyrophosphate (PSA), the biochemical precursor of squalene as well as all sterols, radiolabeled bifarnesol (1) was prepared and fed to Gibberella fujikuroi. The diol ( 1), acting as a surrogate for a previously suggested phosphorylated version of 1, was converted to radiolabeled presqualene alcohol and squalene, as well as various sterols, including lanosterol and24-β-methylcholesta-5,7,9(11),22-tetraen-3β-ol, previously isolated from the same fungus. The results are interpreted to imply that a phosphorylated version of 1 may act as a bone fide intermediate in the biosynthesis of PSA, thereby rendering unlikely any type of concerted farnesyl/presqualene pyrophosphate change.
Bibliography:ObjectType-Article-2
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ISSN:0147-5975
1878-4399
DOI:10.1016/0147-5975(90)90088-B