Glycosidic aroma precursors

Ugliano, M., Moio, L. (2006). The influence of malolactic fermentation and Oenococcus oeni strain on glycosidic aroma precursors and related volatile compounds of red wine. J. Sci. Food Agric., 86, 2468-2476. 

Sarry, J.-E. Giinata, Y.Z. (2004). Plant and microbial glycoside hydrolases volatiles release from glycosidic aroma precursors. Food Chem., 87, 509-521. 

Reasons for Elucidating the Total Structure of Glycosidic Aroma Precursors... 

A typical example for glycosidic aroma precursors are the terpenoid glycosides discovered recently in fresh young ginger [123]. 

Fig. 17 Typical glycosidic structures in the aroma precursor glycosides...

CS018 Moon, ]. H., N. Watanabe, Y. Ijima, A. Yagi and K. Sakata. Cis-and trans-linalool 3,7-oxides and methyl salicylate glycosides and (Z)-3-hexenyl beta-D-glucopyranoside as aroma precursors from tea leaves of oolong tea. Biosci Biotech Biochem 1996 60(11) 1815-1819. 

To avoid the above mentioned problems which are due to side activities of commercial glycosidase preparations and the specificity of glycosidases for both, the glycon as well as the aglycon moiety, an isolation and structural determination of individual constituents in a precursor fraction should be attempted. This requires the availability of preparative separation techniques that enable a gentle isolation of reactive aroma precursors from the complex glycosidic fraction of wine. 

Glycosides serve often as aroma precursors. It is known that many plants after cmshing develop strong aroma. Many of these cases can be attributed to the hydrolysis of glycosides as released aglycons are more volatile than the respective glycosides. 

Guo, W., Hosoi, R., Sakata, K., Watanabe, A., Yagi, A., Ina, K., and Luo, S. 1994. (5)-Linalyl, 2-phenethyl, and benzyl disaccharide glycosides isolated as aroma precursors from oolong tea leaves. Biosci. Biotechnol. Biochem. 58 1532-34. 

Fig. 6 Structures of glycosidically-bound aroma precursors of B-damascenone 7, theaspiranes 8, theaspirones 9, vitispiranes 10, and edulans 11, i.e. 3-hydroxy-7,8-didehydro-B-ionol 15, 4-hy

Some glycosides in the skin are also varietal aroma precursors, especially those with terpenol as their aglycone (Section 7.2.1). Prolonged skin... 

Jiang, L., Kojima, H., Yamada, K., Kobayashi, A., and Kubota, K. 2001. Isolation of Some Glycosides as Aroma Precursors in Young Leaves of Japanese Pepper (Xanthoxylum piperi-tum DC.). Journal of Agricultural and Food Chemistry, 49, (12), 5888-5894. 

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