Chemical Compound Review:
CHEMBL92636 1H-indole-5,6-diol
Synonyms:
SureCN48994, AG-F-04120, CHEBI:27404, HMDB04058, ANW-44822, ...
- Identification of 5-hydroxy-6-indolyl-O-sulfate in urine of patients with malignant melanoma. Pavel, S., Boverhof, R., Wolthers, B.G. J. Invest. Dermatol. (1984)
- Molecular cloning of human D-dopachrome tautomerase cDNA: N-terminal proline is essential for enzyme activation. Nishihira, J., Fujinaga, M., Kuriyama, T., Suzuki, M., Sugimoto, H., Nakagawa, A., Tanaka, I., Sakai, M. Biochem. Biophys. Res. Commun. (1998)
- Restriction patterns of model DNA treated with 5,6-dihydroxyindole, a potent cytotoxic intermediate of melanin synthesis: effect of u.v. irradiation. Miranda, M., Bonfigli, A., Zarivi, O., Manilla, A., Cimini, A.M., Arcadi, A. Mutagenesis (1987)
- The inherent cytotoxicity of melanin precursors: a revision. Urabe, K., Aroca, P., Tsukamoto, K., Mascagna, D., Palumbo, A., Prota, G., Hearing, V.J. Biochim. Biophys. Acta (1994)
- Identification of Drosophila melanogaster yellow-f and yellow-f2 proteins as dopachrome-conversion enzymes. Han, Q., Fang, J., Ding, H., Johnson, J.K., Christensen, B.M., Li, J. Biochem. J. (2002)
- Differences in subcellular distribution of catechol-O-methyltransferase and tyrosinase in malignant melanoma. Shibata, T., Pavel, S., Smit, N.P., Mishima, Y. J. Invest. Dermatol. (1993)
- Dynamics of melanogenesis intermediates. Pavel, S. J. Invest. Dermatol. (1993)
- Melanin monomers within coated vesicles and premelanosomes in melanin synthesizing cells. Hatta, S., Mishima, Y., Ichihashi, M., Ito, S. J. Invest. Dermatol. (1988)
- Dopachrome oxidoreductase: a new enzyme in the pigment pathway. Barber, J.I., Townsend, D., Olds, D.P., King, R.A. J. Invest. Dermatol. (1984)
- Electrochemical identification of dopachrome isomerase in Drosophila melanogaster. Li, J., Nappi, A.J. Biochem. Biophys. Res. Commun. (1991)
- 5,6-Dihydroxyindole oxidation by mammalian, mushroom and amphibian tyrosinase preparations. Miranda, M., Botti, D., Bonfigli, A., Arcadi, A. Biochim. Biophys. Acta (1985)
- Catechol O-methyltransferase. 12. Affinity labeling the active site with the oxidation products of 5,6-dihydroxyindole. Borchardt, R.T., Bhatia, P. J. Med. Chem. (1982)
- Isolation of a new tautomerase monitored by the conversion of D-dopachrome to 5,6-dihydroxyindole. Odh, G., Hindemith, A., Rosengren, A.M., Rosengren, E., Rorsman, H. Biochem. Biophys. Res. Commun. (1993)
- Metabolism of 3-indolylacetic acid during percutaneous absorption in human skin. Ademola, J.I., Wester, R.C., Maibach, H.I. Journal of pharmaceutical sciences. (1993)
- Molecular approach to the nucleo-melanosomal interaction in human melanoma cells. Miranda, M., Zarivi, O., Amicarelli, F., Ragnelli, A.M., Aimola, P., Porretta, R., Natali, P.G., Arcadi, A., Savino, M., Poma, A., Bonfigli, A. J. Neurooncol. (1997)
- Mutagenicity test for unstable compounds, such as 5,6-dihydroxyindole, using an Escherichia coli HB101/pBR322 transfection system. Miranda, M., Amicarelli, F., Bonfigli, A., Poma, A., Zarivi, O., Arcadi, A. Mutagenesis (1990)
- Neurotoxicity due to o-quinones: neuromelanin formation and possible mechanisms for o-quinone detoxification. Solano, F., Hearing, V.J., García-Borrón, J.C. Neurotoxicity research. (2000)
- Fe(III)-Coordination Properties of Neuromelanin Components: 5,6-Dihydroxyindole and 5,6-Dihydroxyindole-2-carboxylic Acid. Charkoudian, L.K., Franz, K.J. Inorganic chemistry. (2006)
- Dopaquinone redox exchange with dihydroxyindole and dihydroxyindole carboxylic acid. Edge, R., d'Ischia, M., Land, E.J., Napolitano, A., Navaratnam, S., Panzella, L., Pezzella, A., Ramsden, C.A., Riley, P.A. Pigment Cell Res. (2006)
- Macrophage migration inhibitory factor (MIF): its essential role in the immune system and cell growth. Nishihira, J. J. Interferon Cytokine Res. (2000)
- Chemical degradation of melanins: application to identification of dopamine-melanin. Ito, S., Wakamatsu, K. Pigment Cell Res. (1998)
- Inhibitory effect of melanin precursors on arachidonic acid peroxidation. Napolitano, A., Palumbo, A., Misuraca, G., Prota, G. Biochim. Biophys. Acta (1993)
- Role of neurofibromin in modulation of expression of the tyrosinase-related protein 2 gene. Suzuki, H., Takahashi, K., Yasumoto, K., Amae, S., Yoshizawa, M., Fuse, N., Shibahara, S. J. Biochem. (1998)
- Tyrosinase-like activity in normal human substantia nigra. Miranda, M., Botti, D., Bonfigli, A., Ventura, T., Arcadi, A. Gen. Pharmacol. (1984)
- Cloning of the mouse gene for D-dopachrome tautomerase. Kuriyama, T., Fujinaga, M., Koda, T., Nishihira, J. Biochim. Biophys. Acta (1998)
- Regulation of the final phase of mammalian melanogenesis. The role of dopachrome tautomerase and the ratio between 5,6-dihydroxyindole-2-carboxylic acid and 5,6-dihydroxyindole. Aroca, P., Solano, F., Salinas, C., García-Borrón, J.C., Lozano, J.A. Eur. J. Biochem. (1992)
- The expression of tyrosinase, tyrosinase-related proteins 1 and 2 (TRP1 and TRP2), the silver protein, and a melanogenic inhibitor in human melanoma cells of differing melanogenic activities. Kameyama, K., Sakai, C., Kuge, S., Nishiyama, S., Tomita, Y., Ito, S., Wakamatsu, K., Hearing, V.J. Pigment Cell Res. (1995)
- One-electron oxidation of C(2) and C(3) methyl substituted 5,6-dihydroxyindoles: model pathways of melanogenesis. al-Kazwini, A.T., O'Neill, P., Adams, G.E., Cundall, R.B., Maignan, J., Junino, A. Melanoma Res. (1994)
- Melanogenesis in Cryptococcus neoformans. Polacheck, I., Kwon-Chung, K.J. J. Gen. Microbiol. (1988)