Biosynthesis of unusual monocyclic alkenes by the diatom Rhizosolenia setigera (Brightwell).
Novel, polyunsaturated monocyclic sester- and triterpenes isolated from the diatom Rhizosolenia setigera (Brightwell), are biosynthesised mainly via the mevalonate pathway. The experiments involved incubation of the alga with [1-(13)C]acetate, isolation of the alkenes by extraction and silver ion HPLC, followed by determination of the labelling pattern of one of the monocyclic triterpenes by (13)C-NMR spectroscopy. In addition, the extent of (13)C incorporation was also measured by mass spectrometry which revealed that the involvement of the mevalonate route in the biosynthesis of these cyclic compounds was less than for the co-occurring acyclic highly branched isoprenoid alkenes.
Massé
G
G
Petroleum & Environmental Geochemistry Group, University of Plymouth, Drake Circus, Plymouth PL4 8AA, UK.
Belt
S T
ST
Rowland
S J
SJ
D000085:Acetates / Q000378:metabolism; D002247:Carbon Isotopes; D017377:Diatoms / Q000378:metabolism*; D006844:Hydrocarbons, Cyclic / Q000737:chemistry / Q000378:metabolism*; D008798:Mevalonic Acid / Q000378:metabolism; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D054830:Sesterterpenes; D013729:Terpenes / Q000737:chemistry / Q000378:metabolism*; D014315:Triterpenes / Q000737:chemistry / Q000378:metabolism*
D000085:Acetates; D002247:Carbon Isotopes; D006844:Hydrocarbons, Cyclic; D054830:Sesterterpenes; D013729:Terpenes; D014315:Triterpenes; D008798:Mevalonic Acid