Abstract
The incorporation of [2-14C,(5R)-5-3H1]MVA* and [2-14C,5-3H2]MVA into geranylgeraniol and phytoene by a preparation of `non-aqueous' bean leaf chloroplasts has been studied. In the formation of phytoene from two molecules of geranylgeranyl pyrophosphate, the loss of hydrogen is stereospecific, the hydrogen atom lost from C-1 of each molecule of geranylgeranyl pyrophosphate being that which was originally the pro-S hydrogen atom from C-5 of mevalonate. All the pro-R hydrogen atoms from C-5 of mevalonate are retained. These results with a cell-free system confirm and extend the observations made in previous work with tomato slices.
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Selected References
These references are in PubMed. This may not be the complete list of references from this article.
- Charlton J. M., Treharne K. J., Goodwin T. W. Incorporation of 2-[14C]mevalonic acid into phytoene by isolated chloroplasts. Biochem J. 1967 Oct;105(1):205–212. doi: 10.1042/bj1050205. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Cornforth J. W., Cornforth R. H., Donninger C., Popják G. Studies on the biosynthesis of cholesterol XIX. Steric course of hydrogen eliminations and of C-C bond formations in squalene biosynthesis. Proc R Soc Lond B Biol Sci. 1966 Jan 18;163(993):492–514. doi: 10.1098/rspb.1966.0004. [DOI] [PubMed] [Google Scholar]
- Donninger C., Popják G. Studies on the biosynthesis of cholesterol. 18. The stereospecificity of mevaldate reductase and the biosynthesis of asymmetrically labelled farnesyl pyrophosphate. Proc R Soc Lond B Biol Sci. 1966 Jan 18;163(993):465–491. doi: 10.1098/rspb.1966.0003. [DOI] [PubMed] [Google Scholar]
- POPJAK G., GOODMAN W. S., CORNFORTH J. W., CORNFORTH R. H., RYHAGE R. Studies on the biosynthesis of cholesterol. XV. Mechanism of squalene biosynthesis from farnesyl pyrophosphate and from mevalonate. J Biol Chem. 1961 Jul;236:1934–1947. [PubMed] [Google Scholar]
- Williams R. J., Britton G., Charlton J. M., Goodwin T. W. The stereospecific biosynthesis of phytoene and polyunsaturated carotenes. Biochem J. 1967 Sep;104(3):767–777. doi: 10.1042/bj1040767. [DOI] [PMC free article] [PubMed] [Google Scholar]