Abstract
There are only sparse data on the enzymology of sugar chain synthesis in steroid glycoalkaloids. Earlier papers1,2 have described the ability of crude homogenates of Solanum laciniatum leaves or S. tuberosum tubers to glucosylate solasodine (an alkaloid of the spirosolane type) or solanidine (an alkaloid of the solanidane type), respectively, in the presence of UDP-glucose (UDPG1c). Recently, the glucosyltransferase present in S. tuberosum which catalyzes the formation of solanidine 3-O-monoglucoside (γ-onine) has been partly purified and characterized3-8.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
References
D.R. Liljegren, Glucosylation of solasodine by extracts from Solanum laciniatum, Phytochemistry 10: 3061 (1971).
N. Lavintman, J. Tandecarz and C.E. Cardini, Enzymic glycosylation of steroid alkaloids in potato tuber, Plant Sci. Lett. 8: 65 (1977).
J. Zimowski, Occurrence of a glucosyltransferase specific for solanidine in potato plants, Phytochemistry 30: 1827 (1991).
A. Stapleton, P.V. Allen, M. Friedman and W.R. Bellcnap, Purification and characterization of solanidine glucosyltransferase from the potato (Solanum tuberosum), J. Agric. Food Chem. 39: 1187 (1991).
J. Zimowski, Specificity and some other properties of cytosolic and membranous UDPG1c: 3β-hydroxysteroid glucosyltransferases from Solanum tuberosum leaves, Phytochemistry 31: 2977 (1992).
A. Bergenstrahle, E. Tillberg and L. Jonsson, Characterization of UDP-glucose: solanidine glucosyltransferase and UDP-galactose: solanidine galactosyltransferase from potato tuber, Plant Sci. 84: 35 (1992).
A. Stapleton, P.V. Allen, H.P. Tao, W.R. Belknap and M. Friedman, Partial amino acid sequence of potato solanidine UDP-glucose glucosyltransferase purified by new anion-exchange and size exclusion media, Protein Expression and Purification 3: 85 (1992).
A. Bergenstrahle, E. Tillberg and L. Jonsson, Regulation of glycoalkaloid accumulation in potato tuber discs, J. Plant Physiol. 140: 269 (1992).
P.K. Kintia and S.A. Shvets, Melongoside L and melongoside M - steroidal saponins from Solanum melongena seeds, Phytochemistry 24: 197 (1985).
P.K. Kintia and S.A. Shvets, Melongosides N, O and P - steroidal saponins from seeds of Solanum melongena, Phytochemistry 24: 1567 (1985).
H.L. De Waal, L.P. Neethling and G.W. Perold, The bitter principle of Solanum melongena (egg plant) fruits, J. South Afr. Chem. Inst. 13: 45 (1960).
S.B. Vohora, I. Kumar and M.S.Y. Khan, Effect of alkaloids of Solanum melongena on the central nervous system, J. Ethnopharm. 11: 331 (1984).
C. Pgczkowski and Z.A. Wojciechowski, Glucosylation and galactosylation of diosgenin and solasodine by soluble glycosyltransferase(s) from Solanum melongena leaves, Phytochemistry 35: 1429 (1994).
C. Pgczkowski and Z.A. Wojciechowski, The occurrence of UDPG-dependent glucosyltransferase specific for sarsasapogenin in Asparagus officinalis, Phytochemistry 27: 2743 (1988).
RB. Conrow and S. Bernstein, Steroid conjugates. An improved Koenigs - Knorr synthesis of aryl glucuronides using cadmium carbonate, a new and effective catalyst, J. Org. Chem. 36: 863 (1971).
W. Janiszowska, B. Wilkomirski and Z. Kasprzyk, Synthesis of oleanolic acid 3-O-monoglucoside, Polish J. Chem. 54: 2147 (1980).
A. Dahlquist, S. Andersson and A. Wieslander, The enzymatic synthesis of membrane glucolipids in Acholeplasma laidlawii, Biochim. Biophys. Acta 1105: 131 (1992).
R.F. Colman, Affinity labeling of purine nucleotide sites in proteins, Annu. Rev. Biochem. 52:67 • (1983).
D.C. Warnecke and E. Heiz, Purification of a membrane-bound UDP-glucose: sterol ß-Dglucosyltransferase based on its solubility in diethyl ether, Plant Physiol. 105: 1067 (1994).
W. Zakim, J. Goldenberg and D.A. Vessey, Differentiation of homologous forms of hepatic microsomal UDP-glucuronosyltransferase. Evidence for the glucuronidation of o-aminophenol and p-nitrophenol by separate enzymes, Biochim. Biophys. Acta 309: 67 (1973).
E. Heftmann, Biogenesis of steroids in Solanaceae, Phytochemistry 22: 1843 (1983).
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1996 Springer Science+Business Media New York
About this chapter
Cite this chapter
Pączkowski, C., Kalinowska, M., Woldański, R., Wojciechowski, Z.A. (1996). Evidence for Separate UDP-Glucose : Spirostanol and UDP-Glucose : Solasodine Glucosyltransferases in Solanum melongena . In: Waller, G.R., Yamasaki, K. (eds) Saponins Used in Traditional and Modern Medicine. Advances in Experimental Medicine and Biology, vol 404. Springer, Boston, MA. https://doi.org/10.1007/978-1-4899-1367-8_5
Download citation
DOI: https://doi.org/10.1007/978-1-4899-1367-8_5
Publisher Name: Springer, Boston, MA
Print ISBN: 978-1-4899-1369-2
Online ISBN: 978-1-4899-1367-8
eBook Packages: Springer Book Archive