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Literature summary for 1.14.18.1 extracted from

  • Okombi, S.; Rival, D.; Bonnet, S.; Mariotte, A.M.; Perrier, E.; Boumendjel, A.
    Analogues of N-hydroxycinnamoylphenalkylamides as inhibitors of human melanocyte-tyrosinase (2006), Bioorg. Med. Chem. Lett., 16, 2252-2255.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(2E)-3-(3,4-dihydroxyphenyl)-N-[2-(3,4-dihydroxyphenyl)ethyl]prop-2-enamide 67% inhibition at 0.1 mM Homo sapiens
(2E)-3-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide 100% inhibition at 0.1 mM Homo sapiens
(2E)-3-(4-hydroxy-3-methoxyphenyl)-N-(2-phenylethyl)prop-2-enamide 19% inhibition at 0.1 mM Homo sapiens
(2E)-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]prop-2-enamide 40% inhibition at 0.1 mM Homo sapiens
(2E)-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide 49% inhibition at 0.1 mM Homo sapiens
(2E)-N-[2-(3,4-dihydroxyphenyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide 62% inhibition at 0.1 mM Homo sapiens
(2E)-N-[2-(3,4-dimethoxyphenyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide 25% inhibition at 0.1 mM Homo sapiens
2-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]acetamide 34% inhibition at 0.1 mM Homo sapiens
2-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]acetamide 16% inhibition at 0.1 mM Homo sapiens
3-(3,4-dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]propanamide 94% inhibition at 0.1 mM Homo sapiens
3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]propanamide 28% inhibition at 0.1 mM Homo sapiens
3-(4-hydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]propanamide 96% inhibition at 0.1 mM Homo sapiens
4-OH-cinnamic acid 4% inhibition at 0.1 mM Homo sapiens
caffeic acid 10% inhibition at 0.1 mM Homo sapiens
dopamine 10% inhibition at 0.1 mM Homo sapiens
ferulic acid 12% inhibition at 0.1 mM Homo sapiens
kojic acid 20% inhibition at 0.1 mM Homo sapiens
additional information in vitro and in vivo inhibitory potency of natural compounds, inhibition of melanogenesis, overview; no inhibition by N-[2-(3,4-dihydroxyphenyl)ethyl]-2-(4-hydroxy-3-methoxyphenyl)acetamide at 0.1 mM Homo sapiens
N-(4-coumaroyl)serotonin isolated from safflower, Carthamus tinctorius L. Homo sapiens
N-dihydrocaffeoyltyramine complete inhibition at 0.1 mM Homo sapiens
N-feruloylserotonin isolated from safflower, Carthamus tinctorius L. Homo sapiens
N-[2-(3,4-dihydroxyphenyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)propanamide 42% inhibition at 0.1 mM Homo sapiens
trans-N-caffeoyltyramine complete inhibition at 0.1 mM Homo sapiens
trans-N-dihydro-p-hydroxycinnamoyltyramine complete inhibition at 0.1 mM Homo sapiens
tyramine 23% inhibition at 0.1 mM Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
L-tyrosine + L-dopa + O2 Homo sapiens
-
L-dopa + dopaquinone + H2O
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
melanocyte
-
Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
L-tyrosine + L-dopa + O2
-
Homo sapiens L-dopa + dopaquinone + H2O
-
?
additional information the enzyme catalyzes the hydroxylation of monophenols to o-diphenols, monophenolase activity EC 1.14.18.1, and the oxidation of the o-diphenols to o-quinones, diphenolase activity EC 1.10.3.1, cross-reaction analysis, overview Homo sapiens ?
-
?

Synonyms

Synonyms Comment Organism
More cf. EC 1.10.3.1 Homo sapiens
tyrosinase
-
Homo sapiens