Abstract
1. The incorporation of [2-14C]acetate, [2-14C]mevalonic acid and [2-14C,2-3H2]-mevalonic acid into torulene and torularhodin by Rhodotorula rubra and Rhodotorula glutinis was studied. 2. A recovery of 14.3% of the label was obtained on decarboxylation of the torularhodin biosynthesized from [2-14C]mevalonic acid. 3. An analysis of the 3H/14C ratio in torularhodin gave a value of 9.44:8. 4. These results, obtained by different experimental techniques, show that the reactions in the conversion of the dimethyl group of isopentenyl pyrophosphate into the 16′,17′-position of torularhodin must be free from randomization. A mechanism for the isomerization of isopentenyl pyrophosphate to dimethylallyl pyrophosphate is suggested.
Full text
PDF![921](https://cdn.ncbi.nlm.nih.gov/pmc/blobs/acd1/1179051/01d712a7ff48/biochemj00678-0129.png)
![922](https://cdn.ncbi.nlm.nih.gov/pmc/blobs/acd1/1179051/54f953b18c6f/biochemj00678-0130.png)
![923](https://cdn.ncbi.nlm.nih.gov/pmc/blobs/acd1/1179051/df556b0546bb/biochemj00678-0131.png)
![924](https://cdn.ncbi.nlm.nih.gov/pmc/blobs/acd1/1179051/eafc6860bda5/biochemj00678-0132.png)
![925](https://cdn.ncbi.nlm.nih.gov/pmc/blobs/acd1/1179051/df7740d1d28c/biochemj00678-0133.png)
![926](https://cdn.ncbi.nlm.nih.gov/pmc/blobs/acd1/1179051/e1ad8aab0b0e/biochemj00678-0134.png)
![927](https://cdn.ncbi.nlm.nih.gov/pmc/blobs/acd1/1179051/fef7b80bead6/biochemj00678-0135.png)
Selected References
These references are in PubMed. This may not be the complete list of references from this article.
- BRAITHWAITE G. D., GOODWIN T. W. Studies in carotenogenesis. 26. The incorporation of [C14] acetate, [C14] mevalonate and C14-labelled carbon dioxide into beta-carotene by the fungus Phycomyces blakesleeanus. Biochem J. 1960 Jul;76:5–10. doi: 10.1042/bj0760005. [DOI] [PMC free article] [PubMed] [Google Scholar]
- CORNFORTH J. W., YOUHOTSKY GORE I. Studies on the biosynthesis of cholesterol. IV. Degradation of rings C and D. Biochem J. 1957 Jan;65(1):94–109. doi: 10.1042/bj0650094. [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]
- NAKAYAMA T., MACKINNEY G., PHAFF H. J. Carotenoids in asporogenous yeasts. Antonie Van Leeuwenhoek. 1954;20(2):217–228. doi: 10.1007/BF02543724. [DOI] [PubMed] [Google Scholar]
- OLIVERIO V. T., DENHAM C., DAVIDSON J. D. Oxygen flask combustion in determination of C-14 and H3 in biological materials. Anal Biochem. 1962 Aug;4:188–189. doi: 10.1016/0003-2697(62)90035-0. [DOI] [PubMed] [Google Scholar]
- POPJAK G., CORNFORTH J. W. The biosynthesis of cholesterol. Adv Enzymol Relat Subj Biochem. 1960;22:281–335. doi: 10.1002/9780470122679.ch7. [DOI] [PubMed] [Google Scholar]
- SHAH D. H., CLELAND W. W., PORTER J. W. THE PARTIAL PURIFICATION, PROPERTIES, AND MECHANISM OF ACTION OF PIG LIVER ISOPENTENYL PYROPHOSPHATE ISOMERASE. J Biol Chem. 1965 May;240:1946–1956. [PubMed] [Google Scholar]
- SIMPSON K. L., NAKAYAMA T. O., CHICHESTER C. O. BIOSYNTHESIS OF YEAST CAROTENOIDS. J Bacteriol. 1964 Dec;88:1688–1694. doi: 10.1128/jb.88.6.1688-1694.1964. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Scharf S. S., Simpson K. L. Attempts to detect lycopersene formation in yeast. Biochem J. 1968 Jan;106(1):311–315. doi: 10.1042/bj1060311. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Simpson K. L., Nakayama T. O., Chichester C. O. The biosynthetic origin of the carboxyl oxygen atoms of the carotenoid pigment, torularhodin. Biochem J. 1964 Sep;92(3):508–510. doi: 10.1042/bj0920508. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Williams R. J., Britton G., Goodwin T. W. The biosynthesis of cyclic carotenes. Biochem J. 1967 Oct;105(1):99–105. doi: 10.1042/bj1050099. [DOI] [PMC free article] [PubMed] [Google Scholar]