MECHANISM OF THE REARRANGEMENT OF DOPACHROME TO 5,6-DIHYDROXYINDOLE

被引：12

作者：

COSTANTINI, C ^{[1
]}

CRESCENZI, O ^{[1
]}

PROTA, G ^{[1
]}

机构：

[1] UNIV NAPLES,DIPARTIMENTO CHIM ORGAN & BIOL,VIA MEZZOCANNONE 16,I-80134 NAPLES,ITALY

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 31期

关键词：

D O I：

10.1016/S0040-4039(00)79394-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Kinetic and isotopic labelling studies provide for the first time evidence that at physiological pH the rearrangement of dopachrome (1) to 5,6-dihydroxyindole (2) involves abstraction of the proton at position 3 and formation of the intermediate quinone-methide 4.

引用

页码：3849 / 3850

页数：2

共 9 条

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[8] The tyrosinase-tyrosine reaction. VI. Production from tyrosine of 5 : 6-dihydroxyindole and 5 : 6-dihydroxyindole-2-carboxylic acid - The precursors of melanin.
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