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Chemical Compound Review

Dopachrome     5,6-dioxo-2,3-dihydro-1H- indole-2...

Synonyms: SureCN228658, AG-F-23983, SureCN5058168, ACMC-20lq3n, CHEBI:49108, ...
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Disease relevance of Dopachrome


High impact information on Dopachrome


Chemical compound and disease context of Dopachrome


Biological context of Dopachrome


Anatomical context of Dopachrome


Associations of Dopachrome with other chemical compounds


Gene context of Dopachrome


Analytical, diagnostic and therapeutic context of Dopachrome

  • This procedure is more sensitive than silver staining for detection of dopachrome isomerase and as little as 15 ng of purified protein could be easily detected on gels [30].
  • The inhibition study with dihydroxyphenylalanine (DOPA) as substrate is based on separation of the enzymatic reaction components by reversed phase HPLC and the UV detection of the dopachrome formed [31].


  1. Radiation resistance of human melanoma analysed by retroviral insertional mutagenesis reveals a possible role for dopachrome tautomerase. Pak, B.J., Lee, J., Thai, B.L., Fuchs, S.Y., Shaked, Y., Ronai, Z., Kerbel, R.S., Ben-David, Y. Oncogene (2004) [Pubmed]
  2. Synthesis in vitro of 5,6-dihydroxyindole-2-carboxylic acid by dopachrome conversion factor from Cloudman S91 melanoma cells. Korner, A.M., Gettins, P. J. Invest. Dermatol. (1985) [Pubmed]
  3. 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) [Pubmed]
  4. Expression of tyrosinase-related protein 2/DOPAchrome tautomerase in the retinoblastoma. Udono, T., Takahashi, K., Yasumoto , K., Yoshizawa, M., Takeda, K., Abe, T., Tamai, M., Shibahara, S. Exp. Eye Res. (2001) [Pubmed]
  5. Cloning and characterization of a dopachrome conversion enzyme from the yellow fever mosquito, Aedes aegypti. Johnson, J.K., Li, J., Christensen, B.M. Insect Biochem. Mol. Biol. (2001) [Pubmed]
  6. A second tyrosinase-related protein, TRP-2, is a melanogenic enzyme termed DOPAchrome tautomerase. Tsukamoto, K., Jackson, I.J., Urabe, K., Montague, P.M., Hearing, V.J. EMBO J. (1992) [Pubmed]
  7. A second tyrosinase-related protein, TRP-2, maps to and is mutated at the mouse slaty locus. Jackson, I.J., Chambers, D.M., Tsukamoto, K., Copeland, N.G., Gilbert, D.J., Jenkins, N.A., Hearing, V. EMBO J. (1992) [Pubmed]
  8. Macrophage migration inhibitory factor interactions with glutathione and S-hexylglutathione. Swope, M.D., Sun, H.W., Klockow, B., Blake, P., Lolis, E. J. Biol. Chem. (1998) [Pubmed]
  9. Quinone methide as a new intermediate in eumelanin biosynthesis. Sugumaran, M., Semensi, V. J. Biol. Chem. (1991) [Pubmed]
  10. Contribution of melanogenic proteins to the heterogeneous pigmentation of human melanocytes. Abdel-Malek, Z., Swope, V., Collins, C., Boissy, R., Zhao, H., Nordlund, J. J. Cell. Sci. (1993) [Pubmed]
  11. Effect of amphotericin B on dopachrome tautomerase activity and other melanogenic parameters in cultured B16/F10 melanoma cells. Peinado, P., Martínez-Liarte, J.H., Solano, F., Lozano, J.A. Pigment Cell Res. (1992) [Pubmed]
  12. Oxidation of tyrosine to dopachrome by peroxidase isolated from murine melanoma. Okun, M.R., Schley, L., Ziegelstein, R., Blair, H. Physiol. Chem. Phys. (1982) [Pubmed]
  13. Cloning of the human DOPAchrome tautomerase/tyrosinase-related protein 2 gene and identification of two regulatory regions required for its pigment cell-specific expression. Yokoyama, K., Yasumoto, K., Suzuki, H., Shibahara, S. J. Biol. Chem. (1994) [Pubmed]
  14. Cell-density-dependent regulation of expression and glycosylation of dopachrome tautomerase/tyrosinase-related protein-2. Hornyak, T.J., Hayes, D.J., Ziff, E.B. J. Invest. Dermatol. (2000) [Pubmed]
  15. Human melanocytes and melanomas express novel mRNA isoforms of the tyrosinase-related protein-2/DOPAchrome tautomerase gene: molecular and functional characterization. Pisarra, P., Lupetti, R., Palumbo, A., Napolitano, A., Prota, G., Parmiani, G., Anichini, A., Sensi, M. J. Invest. Dermatol. (2000) [Pubmed]
  16. Chlorine dioxide oxidations of tyrosine, N-acetyltyrosine, and dopa. Napolitano, M.J., Green, B.J., Nicoson, J.S., Margerum, D.W. Chem. Res. Toxicol. (2005) [Pubmed]
  17. New thioureas and related substances intended for melanoma targeting. Mårs, U., Larsson, B.S. Pigment Cell Res. (1995) [Pubmed]
  18. Melanogenic regulatory factors in coated vesicles from melanoma cells. Chakraborty, A.K., Mishima, Y., Inazu, M., Hatta, S., Ichihashi, M. J. Invest. Dermatol. (1989) [Pubmed]
  19. New regulators of melanogenesis are associated with purified tyrosinase isozymes. Hearing, V.J., Korner, A.M., Pawelek, J.M. J. Invest. Dermatol. (1982) [Pubmed]
  20. Detection of dopachrome isomerase on gels and membranes. Nicklas, G., Sugumaran, M. Anal. Biochem. (1995) [Pubmed]
  21. Melanogenesis and evidence for melanosome transport to the plasma membrane in a CD83 teleost leukocyte cell line. Haugarvoll, E., Thorsen, J., Laane, M., Huang, Q., Koppang, E.O. Pigment Cell Res. (2006) [Pubmed]
  22. The action of glycosylases on dopachrome (2-carboxy-2,3-dihydroindole-5,6-quinone) tautomerase. Aroca, P., Martinez-Liarte, J.H., Solano, F., García-Borrón, J.C., Lozano, J.A. Biochem. J. (1992) [Pubmed]
  23. On the analysis of the pathophysiology of Chediak-Higashi syndrome. Defects expressed by cultured melanocytes. Zhao, H., Boissy, Y.L., Abdel-Malek, Z., King, R.A., Nordlund, J.J., Boissy, R.E. Lab. Invest. (1994) [Pubmed]
  24. Biochemical and molecular characterization of the diphenol oxidase of Cryptococcus neoformans: identification as a laccase. Williamson, P.R. J. Bacteriol. (1994) [Pubmed]
  25. Effect of penicillamine on the conversion of dopa to dopachrome in the presence of tyrosinase or ceruloplasmin. Lovstad, R.A. Biochem. Pharmacol. (1976) [Pubmed]
  26. Indirect oxidation of 6-tetrahydrobiopterin by tyrosinase. Jung, J.H., Choi, S.W., Han, S. Biochem. Biophys. Res. Commun. (2004) [Pubmed]
  27. Functional properties of cloned melanogenic proteins. Hearing, V.J., Tsukamoto, K., Urabe, K., Kameyama, K., Montague, P.M., Jackson, I.J. Pigment Cell Res. (1992) [Pubmed]
  28. The expression of melanogenic proteins in Korean skin after ultraviolet irradiation. Kim, T.J., Cho, M.K., Lee, J.S., Whang, K.U., Jin, S.Y., Hoshino, T. J. Dermatol. (2003) [Pubmed]
  29. Dynamic regulation of the human dopachrome tautomerase promoter by MITF, ER-alpha and chromatin remodelers during proliferation and senescence of human melanocytes. Schwahn, D.J., Timchenko, N.A., Shibahara, S., Medrano, E.E. Pigment Cell Res. (2005) [Pubmed]
  30. Detection of dopachrome isomerase activity on gels. Nellaiappan, K., Nicklas, G., Sugumaran, M. Anal. Biochem. (1994) [Pubmed]
  31. Inhibition of polyphenol oxidases activity by various dipeptides. Girelli, A.M., Mattei, E., Messina, A., Tarola, A.M. J. Agric. Food Chem. (2004) [Pubmed]
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