Molecular Design of Antibrowning Agents
| Autor: | Ikuyo Kinst-Hori, Yumi Kubo, Hiroyuki Haraguchi, Tadao Kamikawa, Yoshiro Yamagiwa, Isao Kubo |
|---|---|
| Rok vydání: | 2000 |
| Předmět: |
Antioxidant
medicine.medical_treatment Linoleic acid Tyrosinase Antioxidants Structure-Activity Relationship chemistry.chemical_compound Food Preservation Gallic Acid medicine Organic chemistry Gallic acid Alkyl chemistry.chemical_classification biology Autoxidation Monophenol Monooxygenase Chemistry General Chemistry Enzyme assay Kinetics Enzyme inhibitor Drug Design biology.protein Agaricales General Agricultural and Biological Sciences Oxidation-Reduction |
| Zdroj: | Journal of Agricultural and Food Chemistry. 48:1393-1399 |
| ISSN: | 1520-5118 0021-8561 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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