Studies on the enzymatic synthesis of lipophilic derivatives of natural antioxidants

Stamatis, H; Sereti, V; Kolisis, FN

dc.contributor.author	Stamatis, H	en
dc.contributor.author	Sereti, V	en
dc.contributor.author	Kolisis, FN	en
dc.date.accessioned	2014-03-01T01:15:16Z
dc.date.available	2014-03-01T01:15:16Z
dc.date.issued	1999	en
dc.identifier.issn	0003-021X	en
dc.identifier.uri	https://dspace.lib.ntua.gr/xmlui/handle/123456789/13396
dc.subject	ascorbic acid	en
dc.subject	cinnamic-acids	en
dc.subject	esterification	en
dc.subject	lipase	en
dc.subject	natural antioxidants	en
dc.subject	phenolic acids	en
dc.subject.classification	Chemistry, Applied	en
dc.subject.classification	Food Science & Technology	en
dc.subject.other	Biosynthesis	en
dc.subject.other	Catalysis	en
dc.subject.other	Derivatives	en
dc.subject.other	Enzyme immobilization	en
dc.subject.other	Esterification	en
dc.subject.other	Fatty acids	en
dc.subject.other	Molecular structure	en
dc.subject.other	Yeast	en
dc.subject.other	Ascorbic acid	en
dc.subject.other	Cinnamic acid	en
dc.subject.other	Linoleic acid	en
dc.subject.other	Lipase	en
dc.subject.other	Antioxidants	en
dc.title	Studies on the enzymatic synthesis of lipophilic derivatives of natural antioxidants	en
heal.type	journalArticle	en
heal.identifier.primary	10.1007/s11746-999-0193-1	en
heal.identifier.secondary	http://dx.doi.org/10.1007/s11746-999-0193-1	en
heal.language	English	en
heal.publicationDate	1999	en
heal.abstract	The esterification of some natural antioxidants such as cinnamic acid derivatives and ascorbic acid in nonaqueous media, catalyzed by immobilized lipases from Candida antarctica and Rhizomucor miehei was investigated. The alcohol chain length affected the rate of esterification of cinnamic acids by both lipases. Higher reaction rates were observed when the esterification was carried out with medium- or long-chain alcohols, The rate also depended on aromatic acid structure. The reactivity of the carboxylic function of the cinnamic acids was affected by electron-donating substituents in the aromatic ring. Higher yields were observed for the esterification of p-hydroxyphenylacetic acid (97%) catalyzed by C. antarctica lipase and for the esterification of cinnamic acid (59%) catalyzed by R. miehei lipase. Candida antarctica lipase was more suitable for-producing ascorbic acid fatty esters, catalyzing with a relatively high yield (up to 65% within 24 h) the regioselective esterification of ascorbic acid with various fatty acids in 2-methyl-2-propanol. The reaction rate and yield depended on the fatty acid chain length and on the molar ratio of reactants. All ascorbic acid fatty esters produced by this procedure exhibited a significant antioxidant activity in a micellar substrate composed of linoleic acid. Paper no. J9139 in JAOCS 76, 1505-1510 (December 1999).	en
heal.publisher	American Oil Chemists' Soc, Champaign, IL, United States	en
heal.journalName	JAOCS, Journal of the American Oil Chemists' Society	en
dc.identifier.doi	10.1007/s11746-999-0193-1	en
dc.identifier.isi	ISI:000084744300020	en
dc.identifier.volume	76	en
dc.identifier.issue	12	en
dc.identifier.spage	1505	en
dc.identifier.epage	1510	en