Skip to main content
Biochemical Journal logoLink to Biochemical Journal
. 1983 Aug 1;213(2):305–311. doi: 10.1042/bj2130305

Long-chain betulaprenol-type polyprenols from the leaves of Ginkgo biloba.

K Ibata, M Mizuno, T Takigawa, Y Tanaka
PMCID: PMC1152129  PMID: 6412682

Abstract

A long-chain betulaprenol-type polyprenol mixture was isolated from the leaves of Ginkgo biloba mainly as acetate. The structure was determined by mass spectroscopy, 1H-n.m.r. spectroscopy and 13C-n.m.r. spectroscopy. The mixture contained polyprenols-14-22, predominantly polyprenols-17, -18 and -19, and consisted of the dimethylallyl terminal unit (omega-terminal), two trans-isoprene residues, a sequence of 11-19 cis-isoprene residues and a terminal hydroxylated isoprene unit (alpha-terminal) aligned in that order. The concentration of these polyprenols in leaves increased from 0.04 to 2.0% of dry wt. with maturing of the leaves, though the content of total lipids was constant. The distribution of chain length in these polyprenols showed little variation throughout the whole life of the leaves.

Full text

PDF
308

Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. BURGOS J., HEMMING F. W., PENNOCK J. F., MORTON R. A. DOLICHOL: A NATURALLY-OCCURRING C100 ISOPRENOID ALCOHOL. Biochem J. 1963 Sep;88:470–482. [PMC free article] [PubMed] [Google Scholar]
  2. Brett C. T., Leloir L. F. Dolichyl monophosphate and its sugar derivatives in plants. Biochem J. 1977 Jan 1;161(1):93–101. doi: 10.1042/bj1610093. [DOI] [PMC free article] [PubMed] [Google Scholar]
  3. Feeney J., Hemming F. W. Nuclear magnetic resonance spectrometry of naturally occurring polyprenols. Anal Biochem. 1967 Jul;20(1):1–15. doi: 10.1016/0003-2697(67)90258-8. [DOI] [PubMed] [Google Scholar]
  4. Gough D. P., Kirby A. L., Richards J. B., Hemming F. W. The characterization of undecaprenol of Lactobacillus plantarum. Biochem J. 1970 Jun;118(1):167–170. doi: 10.1042/bj1180167. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. Hemming F. W. Dolichol phosphate, a coenzyme in the glycosylation of animal membrane-bound glycoproteins. Biochem Soc Trans. 1977;5(4):1223–1231. doi: 10.1042/bst0051223. [DOI] [PubMed] [Google Scholar]
  6. Jung P., Tanner W. Identification of the lipid intermediate in yeast mannan biosynthesis. Eur J Biochem. 1973 Aug 1;37(1):1–6. doi: 10.1111/j.1432-1033.1973.tb02949.x. [DOI] [PubMed] [Google Scholar]
  7. Richards J. B., Hemming F. W. Dolichols, ubiquinones, geranylgeraniol and farnesol as the major metabolites of mevalonate in Phytophthora cactorum. Biochem J. 1972 Aug;128(5):1345–1352. doi: 10.1042/bj1281345. [DOI] [PMC free article] [PubMed] [Google Scholar]
  8. Rothschild A. M., Gascon L. A. Sulphuric esters of polysaccharides as activators of a bradykinin-forming system in plasma. Nature. 1966 Dec 17;212(5068):1364–1364. doi: 10.1038/2121364a0. [DOI] [PubMed] [Google Scholar]
  9. Rupar C. A., Carroll K. K. Occurrence of dolichol in human tissues. Lipids. 1978 Apr;13(4):291–293. doi: 10.1007/BF02533673. [DOI] [PubMed] [Google Scholar]
  10. Stone K. J., Wellburn A. R., Hemming F. W., Pennock J. F. The characterization of ficaprenol-10, -11 and 12 from the leaves of Ficus elastica (decorative rubber plant). Biochem J. 1967 Jan;102(1):325–330. doi: 10.1042/bj1020325. [DOI] [PMC free article] [PubMed] [Google Scholar]
  11. Tanaka Y., Takagi M. Structural characterization of ficaprenol-11 by 13C nuclear magnetic resonance. Biochem J. 1979 Oct 1;183(1):163–165. doi: 10.1042/bj1830163. [DOI] [PMC free article] [PubMed] [Google Scholar]
  12. Waechter C. J., Lennarz W. J. The role of polyprenol-linked sugars in glycoprotein synthesis. Annu Rev Biochem. 1976;45:95–112. doi: 10.1146/annurev.bi.45.070176.000523. [DOI] [PubMed] [Google Scholar]
  13. Wellburn A. R., Stevenson J., Hemming F. W., Morton R. A. The characterization and properties of castaprenol-11, -12 and -13 from the leaves of Aesculus hippocastanum (horse chestnut). Biochem J. 1967 Jan;102(1):313–324. doi: 10.1042/bj1020313. [DOI] [PMC free article] [PubMed] [Google Scholar]

Articles from Biochemical Journal are provided here courtesy of The Biochemical Society

RESOURCES