Tärkeä melanokromivaihe

MetaCyc Class: melanochrome

Summary:
Spectroscopic studies of the biosynthesis of Compound: eumelanin
Synonyms: eu-melanin', WIDTH, 122);" onmouseout="return nd();">eumelanin showed that it takes place in three chromophoric phases. The first phase corresponds to the formation of a red pigment (λmax 475 nm), Compound: L-dopachrome
Synonyms: indole-5,6-quinoneimine, dopachrome, 2-L-carboxy-2,3-dihydroindole-5,6-quinone', WIDTH, 453);" onmouseout="return nd();">L-dopachrome . The second phase corresponds to a purple intermediate, which was designated eumelanin showed that it takes place in three chromophoric phases.
The first phase corresponds to the formation of a red pigment (λmax 475 nm), L-dopachrome. The second phase corresponds to a purple intermediate, which was designated melanochrome, with a broad absorption maximum at 540 nm, and the third phase is characterized by a general absorption due to eumelanin [Napolitano85].

Chemical analysis of melanochrome suggests that it is composed of different oligomers (mostly dimers and trimers)
of 5,6-dihydroxyindole (DHI) and 5,6-dihydroxyindole-2-carboxylate linked by 2-4\' and 2-7\' linkages [Prota91].', STICKY, NOCLOSE, WIDTH, 500);" onmouseout="return nd();">melanochrome , with a broad absorption maximum at 540 nm, and the third phase is characterized by a general absorption due to Compound: eumelanin
Synonyms: eu-melanin', WIDTH, 122);" onmouseout="return nd();">eumelanin [ Napolitano85 ].

Chemical analysis of eumelanin showed that it takes place in three chromophoric phases.
The first phase corresponds to the formation of a red pigment (λmax 475 nm), L-dopachrome. The second phase corresponds to a purple intermediate, which was designated melanochrome, with a broad absorption maximum at 540 nm, and the third phase is characterized by a general absorption due to eumelanin [Napolitano85].

Chemical analysis of melanochrome suggests that it is composed of different oligomers (mostly dimers and trimers)
of 5,6-dihydroxyindole (DHI) and 5,6-dihydroxyindole-2-carboxylate linked by 2-4\' and 2-7\' linkages [Prota91].', STICKY, NOCLOSE, WIDTH, 500);" onmouseout="return nd();">melanochrome suggests that it is composed of different oligomers (mostly dimers and trimers) of Compound: 5,6-dihydroxyindole
Synonyms: 1H-indole-5,6-diol, dopamine lutine, DHI', WIDTH, 260);" onmouseout="return nd();">5,6-dihydroxyindole (DHI) and Compound: 5,6-dihydroxyindole-2-carboxylate
Synonyms: 5,6-dihydroxy-1H-indole-2-carboxylate, DHICA', WIDTH, 295);" onmouseout="return nd();"> 5,6-dihydroxyindole-2-carboxylate linked by 2-4' and 2-7' linkages [ Prota91 ].

Instances:
Compound: 2,4-bis(5,6-dihydroxy-1H-indol-2-yl)-1H-indole-5,6-diol', WIDTH, 335);" onmouseout="return nd();">2,4-bis(5,6-dihydroxy-1H-indol-2-yl)-1H-indole-5,6-diol ,
Compound: 2-(5,6-dihydroxy-1H-indol-2-yl)-1H-indole-5,6-diol
Synonyms: 5,6,5\',6\'-tetrahydroxy-2,2\'-biindolyl', WIDTH, 313);" onmouseout="return nd();">2-(5,6-dihydroxy-1H-indol-2-yl)-1H-indole-5,6-diol ,
Compound: 2-(5,6-dihydroxy-1H-indol-4-yl)-1H-indole-5,6-diol', WIDTH, 313);" onmouseout="return nd();">2-(5,6-dihydroxy-1H-indol-4-yl)-1H-indole-5,6-diol ,
Compound: 2-(5,6-dihydroxy-1H-indol-7-yl)-1H-indole-5,6-diol', WIDTH, 313);" onmouseout="return nd();">2-(5,6-dihydroxy-1H-indol-7-yl)-1H-indole-5,6-diol ,
Compound: 4,7-bis(2-carboxylato-5,6-dihydroxy-1H-indol-4-yl)-5,6-dihydroxy-1H-indole-2-carboxylate', WIDTH, 500);" onmouseout="return nd();">4,7-bis(2-carboxylato-5,6-dihydroxy-1H-indol-4-yl)-5,6-dihydroxy-1H-indole-2-carboxylate ,
Compound: 4-(2-carboxylato-5,6-dihydroxy-1H-indol-4-yl)-5,6-dihydroxy-1H-indole-2-carboxylate', WIDTH, 478);" onmouseout="return nd();">4-(2-carboxylato-5,6-dihydroxy-1H-indol-4-yl)-5,6-dihydroxy-1H-indole-2-carboxylate ,
Compound: 4-(5,6-dihydroxy-1H-indol-2-yl)-2-(5,6-dihydroxy-1H-indol-7-yl)-1H-indole-5,6-diol', WIDTH, 465);" onmouseout="return nd();">4-(5,6-dihydroxy-1H-indol-2-yl)-2-(5,6-dihydroxy-1H-indol-7-yl)-1H-indole-5,6-diol ,
Compound: 4-(5,6-dihydroxy-1H-indol-2-yl)-2--(5,6-dihydroxy-1H-indol-4-yl)-1H-indole-5,6-diol', WIDTH, 469);" onmouseout="return nd();">4-(5,6-dihydroxy-1H-indol-2-yl)-2--(5,6-dihydroxy-1H-indol-4-yl)-1H-indole-5,6-diol ,
Compound: 7-(2-carboxylato-5,6-dihydroxy-1H-indol-4-yl)-5,6-dihydroxy-1H-indole-2-carboxylate', WIDTH, 478);" onmouseout="return nd();">7-(2-carboxylato-5,6-dihydroxy-1H-indol-4-yl)-5,6-dihydroxy-1H-indole-2-carboxylate

In Pathway Reactions as a Reactant:

Pathway: eumelanin biosynthesis
Synonyms: melanochrome biosynthesis, melanogenesis', WIDTH, 272);" onmouseout="return nd();"> eumelanin biosynthesis :
Reaction: n melanochrome = eumelanin', WIDTH, 202);" onmouseout="return nd();">n melanochrome = eumelanin

In Pathway Reactions as a Product:

Pathway: eumelanin biosynthesis
Synonyms: melanochrome biosynthesis, melanogenesis', WIDTH, 272);" onmouseout="return nd();"> eumelanin biosynthesis :
Reaction: indole-5,6-quinone + indole-5,6-quinone-2-carboxylate = melanochrome', WIDTH, 400);" onmouseout="return nd();">indole-5,6-quinone + indole-5,6-quinone-2-carboxylate = melanochrome

Credits:
Created 23-Apr-2010 by Caspi R , SRI International