STUDIES RELATED TO CHEMISTRY OF MELANINS .8. PYRROLECARBOXYLIC ACIDS FORMED BY OXIDATION OR HYDROLYSIS OF MELANINS DERIVED FROM 3,4-DIHYDROXYPHENETHYLAMINE OR (+/-)-3,4-DIHYDROXYPHENYLALANINE
STUDIES RELATED TO CHEMISTRY OF MELANINS .8. PYRROLECARBOXYLIC ACIDS FORMED BY OXIDATION OR HYDROLYSIS OF MELANINS DERIVED FROM 3,4-DIHYDROXYPHENETHYLAMINE OR (+/-)-3,4-DIHYDROXYPHENYLALANINE
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DOI：
10.1039/j39700001128
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发表时间：
1970-01-01
期刊：
影响因子：
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通讯作者：
WAGGOTT, A
中科院分区：
文献类型：
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作者：
BINNS, F;CHAPMAN, RF;WAGGOTT, A
3，4-二羟基苯乙胺的自氧化或酶促氧化产生黑色素，当其被碱性过氧化氢氧化时，以非常低的产率产生吡咯-2，3-二羧酸和吡咯-2，3，5-三羧酸。3，4-二羟基[4- 14 C]苯乙胺以这种方式产生放射性三羧酸，表明聚合物的某些单元可以由吲哚-5，6-醌单元通过2-6键形成。上述和其他吡咯羧酸也不仅通过氧化，而且通过多巴胺-黑色素和多巴-黑色素两者的水解形成。
Autoxidation or enzymic oxidation of 3,4-dihydroxyphenethylamine yields melanin which, when oxidised by alkaline hydrogen peroxide, gives pyrrole-2,3-dicarboxylic acid and pyrrole-2,3,5-tricarboxylic acid in very low yields. 3,4-Dihydroxy[4-14C]phenethylamine gives rise, in this way, to the radioactive tricarboxylic acid, suggesting that some units of the polymer may be formed from indole-5,6-quinone units by 2–6 linkage. The above and other pyrrolecarboxylic acids are also formed, not only by oxidation, but also by hydrolysis of both dopamine- and dopa-melanins.