Synthesis of gamma-chaconine and gamma-solanine are catalyzed in potato by two separate glycosyltransferases: UDP-glucose:solanidine glucosyltransferase and UDP-galactose:solanidine galactosyltransferase

• Autorzy: Zimowski J.
• Języki publikacji: EN

Abstrakty

EN

UDP-glucose:solanidine glucosyltransferase and UDP-galactose:solanidine galactosyltransferase from cytosol of potato sprouts were partially separated by Sephadex G-100 and Q-Sepharose chromatographies, proving the existence of different glycosylation systems in biosynthesis of alpha-chaconine and alpha-solanine.

Słowa kluczowe

EN

Solanum tuberosum; glycosyltransferase; enzymatic preparation; Solanaceae; gamma-solanine; solanidine 3beta-D-glucoside; solanidine glucosyltransferase; gamma-chaconine; alpha-solanine; alpha-chaconine; potato; solanidine galactosyltransferase; solanidine 3beta-D-galactoside

• Wydawca: -
• Czasopismo: Acta Biochimica Polonica
• Rocznik: 1997
• Tom: 44
• Numer: 2
• Opis fizyczny: p.209-214,fig.

Twórcy

autor

Zimowski J.

• University of Warsaw, Al.F.Zwirki i S.Wigury 93, 02-089 Warsaw, Poland

Bibliografia

• 1. Friedman, M., Rayburn, J.R. & Bantle, JA. (1993) Structural relationships and develop­mental toxicity of Solarium alkaloids in the frog embryo teratogenesis assay — Xenopus. J. Agric. Food Chem. 40, 1617-1624.
• 2. Ripperger, H. & Schreiber, K. (1981)Solatium steroid alkaloids; in The Alkaloids — Chem­istry and Physiology (Manske, R.H.F. & Ro- drigo, R.G.A., eds.) vol. 19. pp. 81-192, Aca­demic Press, New York.
• 3. Jiratko, J. (1993) Comparison of antifungal activity of tomatine and tomato extract. Ochr. Rostl. 29, 93-98.
• 4. Roddick, J.G. (1987) Antifungal activity of plant steroids; in Ecology and Metabolism of Plant Lipids (Fuller, G. & Nes, W.D., eds.) pp. 286-303, American Chemical Society, Wash­ington, DC.
• 5. Lu, F.M. & Chu, I.Y. (1992) The antifeeding effects of a-tomatine to the larvae of diamond- back moth (Plutella xylostella L.). Chin. J. Entomol. 12, 318-323.
• 6. Weissenberg, M., Klein, J., Meisner, J. & Ascher, K.R.S. (1986) Larval growth inhibi­tion of the spiny bollworm, Earias insulana, by some steroidal secondary plant com­pounds. Entomol. Exp. Appl. 42, 213-217.
• 7. EUinger, C.A., Wong, Y., Chan, B.G. & Waiss, A.C., Jr. (1981) Growth inhibitors in tomato (Lycopersicon) to tomato fruitworm (Heliothis zea). J. Chem. Eeol. 7, 753-758.
• 8. Lavintman, N., Tandecarz, J. & Cardini, C.E. (1977) Enzymatic glycosylation of steroid al­kaloids in potato tuber. Plant Sei. I^ett. 8, 65-70.
• 9. Osman, S.F., Zacharius, R.M. & Naglak, D. (1980) Solanidine metabolism in potato tuber tissue slices and cell suspension cultures. Phytochemistry 19, 2599-2601.
• 10. Stapleton, A., Allen, P.V., Friedman, M. & Belknap, W.R. (1991) Purification and char­acterization of solanidine glucosyltransferase from the potato (Solanum tuberosum). J. Agric. Food Chem. 39, 1187-1193.
• 11. Zimowski, J. (1991) The occurrence of a glu­cosyltransferase specific for solanidine in po­tato plants. Phytochemistry 30, 1827-1831.
• 12. Bergensträhle, A., Tillberg, E. & Jonsson, L. (1992) Characterization of UDP-glucose:sola- nidine glucosyltransferase and UDP-galac- tose:solanidine galactosyltransferase from potato tuber. Plant Sei. 84, 35-44.
• 13. Zimowski, J. (1992) Specificity and some other properties of cytosolic and membranous UDPGlc:3a-hydroxysteroid glucosyltransfe­rases from Solanum tuberosum leaves. Phy­tochemistry 31, 2977-2981.
• 14. Stapleton, A., Allen, P.V., Tao, H.P., Belknap, W.R. & Friedman, M. (1992) Partial amino acid sequence of potato solanidine UDP-glu- cose glucosyltransferase purified by new an­ion-exchange and size exclusion media. Pro­tein Expression and Purification 3, 85-91.
• 15. Paczkowski, C. & Wojciechowski, Z.A. (1994) Glucosylation and galactosylation of dios- genin and solasodine by soluble glycosyltrans- ferase(s) from Solanum melongena leaves. Phytochemistry 35, 1429-1433.
• 16. Liljcgren, D.R. (1971) Glucosylation of solaso- dine by extracts from Solanum lacciniatum, Phytochemistry 10, 3061-3064.
• 17. Zimowski, J. (1994) Characterization of UDP- galactose:tomatidine galactosyltransferase from tomato (Lycopersicon esculentum) leaves. Acta Biochim. Polon. 41, 202-204.
• 18. Jadhav, S.J. & Salunkhe, D.K. (1975) Forma­tion and control of chlorophyl and glycoal- kaloids in tubers Solanum tuberosum L. and evaluation of glycoalkaloid toxicity; in Ad­vances in Food Research (Chichester, C., ed.) vol. 21, pp. 308-330, Academic Press, New York.
• 19. Gusjeva, A.P. & Paseshnichenko, W.W. (1957) Fjermientatiwnoje rashchjepljenije glikoal- kalojdow kartofjelja. Biochimija 22, 843-848.
• 20. Swain, A.P., Fitzpatrick, T.J., Talley, E.A., Herb, S.F. & Osman, S.F. (1978) Enzymatic hydrolysis of a-chaconine and a-solanine. Phytochemistry 17, 800-801.
• 21. Franz, G. (1982) Glycosylation of heterosides (glycosides); in Encyclopedia of Plant Physi­ology, New series (Loevus, F.A. & Tanner, W., eds.) vol. 13A, pp. 384-393, Springer Verlag, Berlin.