Document Detail


Interaction of flavanols with amino acids: Post-oxidative reactivity of B-ring of catechin with glycine.
MedLine Citation:
PMID:  24720790     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Flavanol related structures such as epicatechin and catechins have been associated with potential antioxidant activity in food and are known to interfere with the Maillard reaction through scavenging of reactive dicarbonyl compounds. High resolution ESI-TOF mass spectrometry and isotope labeling technique were used to assess the reactivity of glycine with (+)-catechin heated under oxidative conditions at 120oC for 70 min. Evidence based on accurate mass analysis of the products obtained and the isotope labelling incorporation pattern of [13C-1]glycine, [13C-2]glycine and [15N]glycine experiments indicated that (+)-catechin formed various adducts with glycine, two of them incorporated single amino acid and three adducts incorporated two amino acid moieties. Some of these adducts underwent dehydration reaction at ring C and in some the C-ring remained intact. Detailed MS/MS analysis of the fragmentation patters of these adducts have confirmed the addition of amino acid moieties to the oxidized B-ring of (+)-catechin through formation of Schiff bases. Formation of such non-volatile (+)-catechin/amino acid adducts provides insight into how amino acids can have the potential of modifying the antioxidant properties of (+)-catechin and how catechins in turn have the potential of modifying the profile of the Maillard reaction.
Authors:
Paula Vanessa Guerra; Varoujan Antranik Yaylayan
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2014-4-10
Journal Detail:
Title:  Journal of agricultural and food chemistry     Volume:  -     ISSN:  1520-5118     ISO Abbreviation:  J. Agric. Food Chem.     Publication Date:  2014 Apr 
Date Detail:
Created Date:  2014-4-11     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0374755     Medline TA:  J Agric Food Chem     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
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