Syntheses of alpha-tocopheryl glycosides by glucosidases.

Ponrasu, Thangavel and Charles, Rajachristu Einstein and Sivakumar, Ramaiah and Divakar, S. (2008) Syntheses of alpha-tocopheryl glycosides by glucosidases. Biotechnology letters, 30 (8). pp. 1431-1439. ISSN 0141-5492

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Abstract

Enzymatic syntheses of water-soluble alpha-tocopheryl glycosides were carried out in di-isopropyl ether using amyloglucosidase from Rhizopus mold or beta-glucosidase isolated from sweet almond. Optimum conditions for the amyloglucosidase were: alpha-tocopherol 0.5 mmol, D: -glucose 0.5 mmol, 400 activity unit (AU) amyloglucosidase, 0.2 mM pH 7 phosphate buffer and 72 h; and for the beta-glucosidase: alpha-tocopherol 0.5 mmol, D: -glucose 0.5 mmol, 110 AU beta-glucosidase, 0.1 mM pH 6 phosphate buffer and 72 h. Out of 11 carbohydrates employed, amyloglucosidase reacted only with D: -glucose to give 50% of 6-O-(alpha-D-glucopyranosyl)alpha-tocopherol. However, the beta-glucosidase gave 6-O-(beta-D: -glucopyranosyl)alpha-tocopherol, 6-O-(alpha-D: -galactopyranosyl)alpha-tocopherol, 6-O-(beta-D: -galactopyranosyl)alpha-tocopherol, 6-O-(alpha-D: -mannopyranosyl)alpha-tocopherol and 6-O-(beta-D: -mannopyranosyl)alpha-tocopherol in yields ranging from 10-25%. Water solubility of 6-O-(alpha-D: -glucopyranosyl)alpha-tocopherol was 26 g/l at 25 degrees C. alpha-Tocopheryl glycosides showed antioxidant activities with IC(50) values from 0.5 to 1 mM and angiotensin-converting enzyme (ACE) inhibitory activity with IC(50) values from 1.3 to 2.6 mM.

Item Type:	Article
Uncontrolled Keywords:	Angiotensin-converting enzyme Amyloglucosidase � Antioxidant activity �beta-Glucosidase � Glycosylation � Regioselectivity �alpha-Tocopherol � alpha-Tocopheryl glycosides
Subjects:	600 Technology > 08 Food technology > 16 Nutritive value > 05 Enzymes 600 Technology > 08 Food technology > 32 Antioxidants
Divisions:	Fermentation Technology and Bioengineering
Depositing User:	Food Sci. & Technol. Information Services
Date Deposited:	02 Jan 2009 09:24
Last Modified:	28 Dec 2011 09:34
URI:	http://ir.cftri.res.in/id/eprint/1799

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