Flue-cured Tobacco. I. Isolation of Solanesol, an Unsaturated Alcohol

Rowland, R. L.; Latimer, Paul; Giles, J.A.

doi:10.1021/ja01599a041

Cited by 138 publications

(68 citation statements)

References 5 publications

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“…According to previously reported data, spruce needles accumulate polyprenols with mediumchain length from C 65 (Pren-13) to C 95 (Pren-19) ( 14 ), sorbus leaves accumulate longer polyprenols (from C 80 up to C 250 ) ( 15 ), while in tobacco leaves, a much shorter polyprenol, solanesol (C 45 ), is the main accumulated polyisoprenoid alcohol ( 16 ). Chemical forms in which polyprenols exist in the examined tissues also differ.…”

Section: Resultsmentioning

confidence: 78%

Application of supercritical CO2 for extraction of polyisoprenoid alcohols and their esters from plant tissues

Jóźwiak¹,

Brzozowski²,

Bujnowski³

et al. 2013

Journal of Lipid Research

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Section: Resultsmentioning

confidence: 78%

Application of supercritical CO2 for extraction of polyisoprenoid alcohols and their esters from plant tissues

Jóźwiak¹,

Brzozowski²,

Bujnowski³

et al. 2013

Journal of Lipid Research

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“…Several labeling experiments conducted to study the IPP biosynthesis in plants have suggested that the mevalonate pathway exists in the plant cytosol and that the alternative MEP pathway works in plant plastids. 3) Solanesol is all-trans-nonaprenol abundant in tobacco 4) and is one of the precursors of carcinogenic polynuclear aromatic hydrocarbons (PAHs).…”

mentioning

confidence: 99%

Biosynthetic Pathway for the C45 Polyprenol, Solanesol, in Tobacco

Fukusaki

Takeno

Bamba

et al. 2004

Bioscience, Biotechnology, and Biochemistry

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Feeding experiments were independently performed with [1-13 C]deoxy-D-xylulose triacetate and (RS)-[2-13 C]mevalonolactone in the tobacco plant. The labeling pattern for solanesol was elucidated to reveal that the isoprene moiety of solanesol would be derived from deoxy-xylulose. The result strongly suggests that tobacco solanesol is biosynthesized via the 2-C-methyl-Derythritol 4-phosphate (MEP) pathway.

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“…Solanesol was extracted from ripened Burleigh tobacco and initially isolated on a Unisil column and rechromatographed on an alumina column as described by Rowland, Latimer & Giles (1956). The quantities of solvents used for development of the alumina column were as follows: fraction 1, 500 ml.…”

Section: Methodsmentioning

confidence: 99%

Growth Response of Mycoplasma to Carotenoid Pigments and Carotenoid Intermediates

Stupakova¹

1966

Journal of General Microbiology

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SUMMARYBiosynthetic precursors of carotenoids and hydroxylated carotenoids were substituted for sterol in growth experiments with two representative sterol-requiring mycoplasmas, MycopZasma hominis, strain 07 and avian Mycoplasma sp., strain J. Only C40 dihydroxyl compounds but not biosynthetic precursors supported growth of M . hominis. These results suggested that all enzymes in the biosynthetic pathway to carotenoids were lacking in this organism. A slight response to phytoene and neurosporene indicated that this species may be capable of hydroxylation of C40 compounds. Certain precursors of carotenoids and C40 dihydroxyl carotenoids supported growth of avian strain J. The phosphorylated mevalonic acids did not support growth of this organism, while isopentenyl pyrophosphate produced a response. These results indicated that an enzymic block occurs between mevalonic acid and isopentenyl pyrophosphate. Phytoene, phytofluene, c-carotene, and neurosporene supported growth of this organism indicating that enzymes probably are present for the conversion of certain C4q intermediates to dihydroxyl C40 compound( s). Lycopene and p-carotene did not support growth probably due to the lack of hydroxylating enzymes for these carotenoids. Monohydroxyl C40 carotenoids produced a negligible growth response with both organisms. The growth response of both organisms to sarcinaxanthin and lutein indicated that the presence of two hydroxyl groups in the 3,3'-positions is essential for growth. That the carotenol of M . laidlawii strain B supported growth is further proof that a dihydroxyl C40 compound is required for growth (the exact locations of the hydroxyl groups are unknown). Since earlier work has suggested analogous functions for sterol and carotenol the sterol requirement of certain mycoplasma species appears to be the result of the inability of these organisms to effect biosynthesis of carotenols.

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Flue-cured Tobacco. I. Isolation of Solanesol, an Unsaturated Alcohol

Cited by 138 publications

References 5 publications

Application of supercritical CO2 for extraction of polyisoprenoid alcohols and their esters from plant tissues

Application of supercritical CO2 for extraction of polyisoprenoid alcohols and their esters from plant tissues

Biosynthetic Pathway for the C45 Polyprenol, Solanesol, in Tobacco

Growth Response of Mycoplasma to Carotenoid Pigments and Carotenoid Intermediates

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