Synthesis of lauroyl phenolic glycoside by immobilized lipase in organic solvent and its antioxidative activity

Biochemical Engineering Journal

Volumn 43, Issue 3, 2009, Pages 261-265

  Watanabe, Yoshiyuki ^a   Nagai, Mizuka ^a   Yamanaka, Kazuhiro ^a   Jose, Kunio ^a   Nomura, Masato ^a  

^a KINKI UNIVERSITY   (Japan)

Author keywords

Antioxidative activity; Immobilized lipase; Organic solvent; Phenolic glycoside; Rate constant

Indexed keywords

ANTIOXIDATIVE ACTIVITY; ARBUTIN; DPPH RADICALS; IMMOBILIZED LIPASE; LAURIC ACIDS; LINOLEIC ACIDS; NARINGIN; PHENOLIC GLYCOSIDE; PHENOLIC HYDROXYL GROUPS;

FATTY ACIDS; ORGANIC COMPOUNDS; ORGANIC SOLVENTS; PHENOLS; RATE CONSTANTS; SOLVENTS; SYNTHESIS (CHEMICAL);

SUGARS;

1,1 DIPHENYL 2 PICRYLHYDRAZYL; ACETONITRILE; ARBUTIN; AURANTIIN; GLYCOSIDE; HEXANE; LAURIC ACID; LAUROYL PHENOLIC GLYCOSIDE; LINOLEIC ACID; ORGANIC SOLVENT; PHLORIZIN; TERT BUTYL ALCOHOL; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

ANTIOXIDANT ACTIVITY; ARTICLE; ENZYME IMMOBILIZATION; ENZYME SYNTHESIS; FATTY ACID OXIDATION; POLYMERIZATION; PRIORITY JOURNAL;

EID: 58349093116     PISSN: 1369703X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bej.2008.10.008     Document Type: Article

References (18)

1. Hagerman A.E., Riedel K.M., Jones G.A., Sovik K.N., Ritchard N.T., Hartzfeld P.W., and Riechel T.L. High molecular weight plant polyphenolics (tannins) as biological antioxidants. J. Agric. Food Chem. 46 (1998) 1887-1892
2. Guyot S., Bourvellec C.L., Marnet N., and Drilleau J.F. Procyanidins are the most abundant polyphenols in desert apples at maturity. Lebensm. -Wiss. u. -Technol. 35 (2002) 289-291
3. Ursini F., Rapuzzi I., Toniolo R., Tubaro F., and Bontempelli J. Characterization of antioxidant effect of procyanidins. Methods Enzymol. 335 (2001) 338-350
4. Funayama M., Arakawa H., Yamamoto R., Nishino T., Shin T., and Murano S. Effects of α- and β-arbutin on activity of tyrosinases from mushroom and mouse melanoma. Biosci. Biotechnol. Biochem. 59 (1995) 143-144
5. Kurosu J., Sato T., Yoshida K., Tsugane T., Shimura S., Kirimura K., Kino K., and Usami S. Enzymatic synthesis of α-arbutin by α-anomer-selective glucosylation of hydroquinone using lyophilized cells of Xanthomonas campestris WU-9701. J. Biosci. Bioeng. 93 (2002) 328-330
6. Horowitz R.M., and Gentili B. Taste and structure in phenolic glycosides. J. Agric. Food Chem. 17 (1969) 696-700
7. Yusof S., Ghazali H.M., and King G.S. Naringin content in local citrus fruits. Food Chem. 37 (1990) 113-121
8. Takii H., Matsumoto K., Kometani T., Okada S., and Fushiki T. Lowering effect of phenolic glycosides on the rise in postprandial glucose in mice. Biosci. Biotechnol. Biochem. 61 (1997) 1531-1535
9. Arcos J.A., Bernabé M., and Otero C. Quantitative enzymatic production of 6-O-acylglucose esters. Biotechnol. Bioeng. 57 (1998) 505-509
10. Humeau C., Girardin M., Rovel B., and Miclo A. Enzymatic synthesis of fatty acid ascorbyl esters. J. Mol. Catal. B: Enzymatic 5 (1998) 19-23
11. Kuwabara K., Watanabe Y., Adachi S., Nakanishi K., and Matsuno R. Emulsifier properties of saturated acyl l-ascorbates for preparation of O/W emulsions. Food Chem. 82 (2003) 191-194
12. Watanabe Y., Fang X., Minemoto Y., Adachi S., and Matsuno R. Suppressive effect of saturated acyl l-ascorbate on the oxidation of linoleic acid encapsulated with maltodextrin or gum arabic by spray-drying. J. Agric. Food Chem. 50 (2002) 3984-3987
13. Nakajima N., Ishihara K., Matsumura S., Hamada H., Nakamura K., and Furuya T. Lipase-catalyzed synthesis of arbutin cinnamate in an organic solvent and application of transesterification to stabilize plant pigments. Biosci. Biotechnol. Biochem. 61 (1997) 1926-1928
14. 2) and its application to gas chromatographic analysis of fatty acids. Chem. Pharm. Bull. 29 (1981) 1475-1478
15. Fujinami Y., Tai A., and Yamamoto I. Radical scavenging activity against 1, 1-diphenyl-2-picrylhydrazyl of ascorbic acid 2-glucoside (AA-2G) and 6-acyl-AA-2G. Chem. Pharm. Bull. 49 (2001) 642-644
16. Watanabe Y., Adachi S., Nakanishi K., and Matsuno R. Condensation of l-ascorbic acid and medium-chain fatty acids by immobilized lipase in acetonitrile with low water content. Food Sci. Technol. Res. 5 (1999) 188-192
17. Kobayashi T., Furutani W., Adachi S., and Matsuno R. Equilibrium constant for the lipase-catalyzed synthesis of fatty acid butyl ester in various organic solvents. J. Mol. Catal. B: Enzymatic 24-25 (2003) 61-66
18. Cunha L.M., Oliverira F.A.R., and Oliverira J.C. Optimal experimental design for estimating the kinetic parameters of processes described by Weibull probability distribution function. J. Food Eng. 37 (1998) 175-191