Biosynthesis of (+)-car-3-ene in Pinus species |
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| Authors: | Derek V. Banthorpe Olusegun Ekundayo |
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| Affiliation: | Christopher Ingold Laboratories, University College, London WC1H 0AJ, England |
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| Abstract: | Degradation of (+)-car-3-ene biosynthesized from MVA-[2-14C] in Pinus palustris or Pinus sylvestris proved that the C-4 atom of the monoterpene is derived from C-2 of MVA rather than C-4 as has been hitherto assumed. The pro-2S hydrogen of MVA is stereospecifically lost in the formation of the Δ3-double bond. These results delineate possible routes for the biosynthesis of the carane skeleton. |
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| Keywords: | (+)-car-3-ene biosynthesis labelling patterns. MVA, mevalonic acid IPP, isopentenyl pyrophosphate DMAPP, 3,3-dimethylallyl pyrophosphate GPP, geranyl pyrophosphate NPP, neryl pyrophosphate I-unit, IPP-derived moiety of monoterpene skeleton |
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