Enzymatic glucosylation

Enzymatic Glucosylation of Salicylic Acid by Avena sativa... 

Halbwirth, H. et al., Enzymatic glucosylation of 4-deoxyaurones and 6 -deoxychalcones with... 

Balke, N., Davies, M. Lee, C. (1987). Conjugation of allelochemicals by plants. Enzymatic glucosylation of salicylic acid by Avena saliva. In Allelochemicals Role in Agriculture and Forestry, ed. G.R. Walker, pp. 214-27. Washington, DC American Chemical Society. 

A6. Arai, K., Iizuka, S., Tada, Y., Oikawa, K., and Taniguchi, N., Increase in the glucosylated form of erythrocyte Cu-Zn-superoxide dismutase in diabetes and close association of the non-enzymatic glucosylation with the enzyme activity. Biochim. Biophys. Acta 924, 292-296 (1987). 

B36. Buckingliam, B. A., Uitto, J., Sandborg, C., Keens, T., Kaufman, F., and Landing, B., Scleroderma-like syndrome and non-enzymatic glucosylation of collagen in children with poorly controlled insulin dependent diabetes (IDDM). Pediatr. Res. 15 (Part 1), 626, Abstr. 1103 (1981),... 

Witztum, J. L., and Curtiss, L. K., Development of a tandem immunoassay for non-enzymatically glucosylated plasma lipoproteins. Diabetes 33 (Suppl. 1), 54A, Abstr. 214... 

Witztum, J. L., Fisher, M., Pietro, T., Steinbrecher, U. P., and Elam, R. L., Non-enzymatic glucosylation of high-density lipoprotein accelerates its catabolism in guinea pigs. Diabetes 31, 1029-1032 (1982). 

Enzymatic glucosylation (the addition of a sugar moiety) and amidalion (the addition of an amine moiety) are two additional approaches that can be employed to alter the properties and functionalities of bioactive compounds (Villeneuve, 2007 Khare et al., 2009). Finally, many reports also describe approaches involving the enzymatic hydrolysis of various proteins to yield bioactive peptides with novel antioxidative, antimicrobial and health-promoting properties (Wei and Chiang, 2009 Zhang et al., 2009). 

An enzymatic reaction intermediate formed by acylation of an acetal hydroxyl group. Such an intermediate is thought to occur in a number of reactions involving carbohydrates. The sucrose phosphorylase reaction is thought to proceed by way of an acyl-glucosyl intermediate. 

Figure 1. Postulated pathway for the enzymatic synthesis of polymethylated flavonol glucosides in Chrysosplenium americanum GT, O-glucosyl-transferase OH, hydroxylase OMT, O-methyl transferase.

Further enzymatic modifications allowed the isolation of the glucosylated derivatives 12a (60 times more soluble than 12) and of the acid derivative 12b, which was three orders of magnitude more soluble [35]. 

V. N. Shibaev, T. N. Druzhinina, L. M. Gogilashvili, N. K. Kochetkov, S. S. Rozhnova, and V. A. Kilesso, Chemico-enzymatic synthesis of glucosylated O-specific polysaccharides of Salmonella, Dokl. Akad. Nauk SSSR, 270 (1983) 897-899. 

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