Antioxidative Characteristics of Dihydroxyphenylalanine, Melanin and Enzymatic Browning Reaction Products of Tyrosine in a Model System

Dihydroxyphenylalanine, Melanin 및 Tyrosine의 효소적 산화반응생성물질의 항산화 특성

  • Hong-Sik Cheigh (Dept. of Food Science and Nutrition, Pusan National University) ;
  • Soo-Hyoun Um (Dept. of Food Science and Nutrition, Pusan National University) ;
  • Hae-Gyoung Kim (Dept. of Food Science and Nutrition, Pusan National University) ;
  • Chang Y. Lee (Dept. of Food Science and Technology, Comell University)
  • Published : 1995.06.01

Abstract

Antioxidative characteristics of dihydroxyphenylalalnine(DOPA), melanin and enzymatic oxidation products of tyrosine(EOPTs) were studied in a model system. EOPTs were prepared by the tyrosine-tyrosinase reaction at pH 6.5 and $25^{\circ}C$ at various time intervals(0~120min). All EOPTs were brown in varied intensities with increased absorption at 200~210, 280, 310~320nm, and 450~490nm. EOPTs obtaiend at the early stage of the reaction(1~3min especially) showed a higher antioxidative activity than those from the later stage on the inhibition of peroxide, conjugated dienoic acid and malonaldehyde formations in linoleic acid autoxidation. Additionally among the substances of tyrosine, DOPA and melanin, DOPA showed the highest antioxidative activity while that of tyrosine was the lowest during the linoleic acid autooxidation. It was observed that DOPA and melanin had the ability of free radical scavenging, which may party contribute to their antioxidative activity.

모델시스템에서 얻어진 tyrosinase의 효소적 산화반응생성물 (enzymatic oxidation products of tyrosine ; EOPTs) 그리고 동 반응의 중간 또는 최종 물질로 알려진 두가지의 표준 물질 즉, dihydroxyphenylalanine (DOPA)과 melanin에 대한 일련의 항산화 특성을 살펴보았다. Tyrosine-tyrosinase 반응시스템(pH 6.5, 온도 $25^{\circ}C$, 시간 0~120분)에서 얻어진 EOPTs는 전반적으로 200~210, 280, 310~320 그리고 450~490mm에서 정점을 갖는 광학적 흡수특성을 보였으며 15분 후에는 450~520nm에서 강한 흡수특성을 나타냈다. EOPTs의 리놀레산에 대한 산화반응 억제 효과는 다 같이 최초 반응 물질인 tyrosine 보다는 현저히 높고 반응초기(1~3분)의 것이 후기의 것들 보다 높았다. 또한 tyrosine, DOPA 및 melanin 등의 표준물질에 있어서는 tyrosine 보다는 다른 두 물질에서 항상화 효과가 더 높았고 그 중 DOPA의 항산화력이 가장 높게 나타났다. 한편 이들의 유리기 소거능은 tyrosine 보다는 다른 두 표준물질에서 높았으며 이러한 산화반응 물질들은 다양한 항산화 특성을 나타내고 있으며 특히 최종 갈변생성물 보다는 중간물질에서 더 높은 효과를 보이고 있다. 그러나 아직은 그 작용 메카니즘이 분명치 않으며 앞으로 더 규명되어야 할 것으로 생각된다.

Keywords

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