Structural criteria for depigmeuting mechanism of arbutin

Structural criteria for depigmeuting mechanism of arbutin
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DOI:
10.1002/ptr.1456
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发表时间:
2004-06-01
影响因子:
7.2
通讯作者:
Kubo, I
Kubo, I
中科院分区:
医学2区
文献类型:
--
作者:
Hori, I;Nihei, KI;Kubo, I

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熊果苷,氢醌-O-β-D-吡喃葡萄糖苷(1)被发现抑制蘑菇酪氨酸酶催化的L-酪氨酸氧化(单酚酶活性)。然而,熊果苷本身作为一元酚底物以极慢的速率被氧化,并且一旦催化量(0.01 mM)的L-3,4-二羟基苯丙氨酸(L-DOPA)成为辅因子,这种氧化就会加速。观察到的结果得到了氧消耗监测的支持。如果在黑素细胞中没有辅因子,则先前报道的熊果苷的脱色机制是可支持的。与L-抗坏血酸的组合是有用的应用,特别是当氧气有限时。版权所有(C)2004约翰威利父子有限公司。
Arbutin, hydroquinone-O-beta-D-glucopyranoside (1) was found to inhibit the oxidation of L-tyrosine (monophenolase activity) catalyzed by mushroom tyrosinase. However, arbutin itself was oxidized as a monophenol substrate at an extremely slow rate, and this oxidation was accelerated as soon as catalytic amounts (0.01 mM) of L-3,4-dihydroxyphenylalanine (L-DOPA) became available as a cofactor. The result observed was supported by monitoring oxygen consumption. The depigmenting mechanism of arbutin previously reported is supportable if a cofactor is not available in the melanocytes. The combination with L-ascorbic acid is a useful application, particularly when oxygen is limited. Copyright (C) 2004 John Wiley Sons, Ltd.