Structure of cis-polyisoprene from Lactarius mushrooms

• Autorzy: Tanaka Y. , Kawahara S. , Eng A.H. , Takei A. , Ohaya N.
• Języki publikacji: EN

Abstrakty

Sporophores from five species of Lactarius mushrooms had a liquid rubber content of 0.1 % to 7% based on the dry weight. Rubber from L. voleinus, L. chrysorrheus and L. hygrophoroides was found to be a homologue of polyprenol being composed of dimethylallyl group, two trans isoprene units, 160-300cis isoprene units, and terminal hydroxy! or ester group aligned in that order by 13C-NMR analysis. The ratio of fatty acid ester group to hydroxyl group was about 9/1 to 5/5. The number of both terminal groups and trans units decreased during aging of sporophores. Rubber from L. piperatus, L. vellereus and L. subpiperatus was found to be cis polyisoprene having very small quantities of both terminal groups and trans units. The biosynthesis of cis polyisoprene in Lactarius mushrooms was found to start from trans, trans-famesyl pyrophosphate. The termination was assumed to occur by esterification of polyisoprenyl pyrophosphate. Occurrence of some chemical modifications on both terminal groups was presumed during aging of sporophores.

Słowa kluczowe

EN

cis-polyisoprene; rubber structure; mushroom; Lactarius; biosynthesis

• Wydawca: -
• Czasopismo: Acta Biochimica Polonica
• Rocznik: 1994
• Tom: 41
• Numer: 3
• Opis fizyczny: p.303-309,fig.

Twórcy

autor

Tanaka Y.

• Tokyo University of Agriculture and Technology, Koganei, Tokyo 184, Japan

autor

Kawahara S.

autor

Eng A.H.

autor

Takei A.

autor

Ohaya N.

Bibliografia

• 1.Tanaka, Y., Sato, H. & Kageyu, A. (1983) Structure and biosynthesis mcchanisni of cb polyisoprene from Goldenrod. Rubb. Chem. Technol. 56, 299-303.
• 2.Tanaka, Y. (1985) Structural characterization of cis polyisoprene from Sunflower, Hevea and Guayule. /Vih:. Int. Rubb. Con/., Kuala Lumpur, 2,73-82.
• 3.Tanaka, Y. (1984) Structural charactcrization of naturally occurring cis polyisoprenes; in NMR and Macromolecules, ACS Symposium Series, (Randall, J.C., ed.) No. 247, pp. 233-244, American Chemical Society, Washington DC.
• 4.Tanaka, Y. (1989) Structural characterization of naturally occurring cis and trans polyisoprenes by ,?C-NMR spectroscopy. J. Appl. Polytn. Sci. Potym. Symp. 44,1-9.
• 5.Stewart, W.D., Wachlel, W.L. & Yanko, J.J. (1955) Synthesis of rubber by fungi. Science 122, 1271-1272.
• 6.Anderson, R.F., Baker, T.I., Janko, J.L. & Benedict, R.G. (1961) Occurrence of polyisoprene in Lactarius species. Biochim. Biophys. Acta 50,374-375.
• 7.Kurihara, K., Kato, K., Takci, Y. & Shichiji, S. (1961) Studies on rubber productive microorganisms. Part 1. Rq). Ferment. Res. hist. (Chiba, fa}>an) 22, 61-68; ibid. (1963) Part 2, 24, 25-31; ibid. (1964) 25,33-38.
• 8.Tanaka, Y., Mori, M., Ute, K. & Hatada, K. (1990) Structure and biosynthesis mechanism of rubber from fungi. Rubb. Chetn. Techtiol. 63,1-7.
• 9.Tanaka,Y., Mori, M. &Takci,A. (1992)Structure and biosynthesis mechanism of rubber from Lactarius mushroom. J. Appl. Polym. Sci. Polym. Symp. 50,43-50.
• 10.Tanaka, Y., Sato, H. & Kageyu, A. (1982) Structural charactcrization of polyprenols by 13C-NMR spectroscopy: Signal assignments of polyprenol homologues. Polymer 23,1087-1090.