Generation of oxidation artifacts during the hydrolysis of norisoprenoid glycosides by fungal enzyme preparations
1991
Sefton, M.A. | Williams, P.J.
The glycosidic fraction of a Vitis vinifera cv. Chardonnay juice was hydrolyzed with three fungal enzyme preparations, i.e., Rohapect C, Rohapect D5L, and Novoferm 12, and also with almond emulsin. The concentrations of nine of the aglycons, all C13 norisoprenoids, varied according to the conditions of the hydrolysis. 3-Hydroxy-beta-damascone, megastigm-5-en-7-yne-3,9-diol, 3-hydroxy-beta-ionone, megastigm-5-ene-3,9-diol, 3-hydroxy-5,6-epoxymegastigm-7-en-9-one diminished significantly in concentration when the glycosidic fraction was treated with increasing levels of Rohapect C. Loss of these 3-hydroxymegastigmanes was accompanied by the formation of 3-oxo-alpha-damascone, 3-oxo-beta-damascone, and 9-hydroxymegastigma-4,6,7-trien-3-one and an increase in concentration of dehydrovomifoliol. Pure samples of 3-hydroxy-beta-damascone and its beta-D-glucopyranoside were partially oxidized by Rohapect C to the corresponding oxodamascones. Similar oxidative artifacts were observed when the Chardonnay glycosidic fraction was treated with Rohapect D5L and Novoferm 12. No oxidation was observed with almond emulsin.
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