Molecular design of antibrowning agents.
J Agric Food Chem
; 48(4): 1393-9, 2000 Apr.
Article
em En
| MEDLINE
| ID: mdl-10775403
ABSTRACT
Tyrosinase inhibitory and antioxidant activity of gallic acid and its series of alkyl chain esters were investigated. All inhibited the oxidation of L-3,4-dihydroxyphenylalanine (L-DOPA) catalyzed by mushroom tyrosinase. However, gallic acid and its short alkyl chain esters were oxidized as substrates yielding the colored oxidation products. In contrast, the long alkyl chain esters inhibited the enzyme activity without being oxidized. This indicates that the carbon chain length is associated with their tyrosinase inhibitory activity, presumably by interacting with the hydrophobic protein pocket in the enzyme. On the other hand, the esters, regardless their carbon chain length, showed potent scavenging activity on the autoxidation of linoleic acid and 1,1-diphenyl-2-p-picryhydrazyl (DPPH) radical, suggesting that the alkyl chain length is not related to the activity. The effects of side-chain length of gallates in relation to their antibrowning activity are studied.
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Base de dados:
MEDLINE
Assunto principal:
Monofenol Mono-Oxigenase
/
Ácido Gálico
/
Antioxidantes
Idioma:
En
Ano de publicação:
2000
Tipo de documento:
Article