Summary
Cysteinyldopas and Dopa in the urine and tissues of Japanese melanoma patients were investigated quantitatively by means of high-performance liquid chromatography. Cysteinyldopa isomers were detected in the urine of eumelanic Japanese patients. The amount \(\bar X\) of each isomer of cysteinyldopa in the urine was 80.26±4.66% in 5-S-cysteinyldopa, 9.39±1.64% in 2-S-cysteinyldopa, 7.07±3.33% in 2, 5-S, S-dicysteinyldopa, and 3.28±1.43% in 6-S-cysteinyldopa. The amount of cysteinyldopa in melanoma tissues was 26–314 times more than that of Dopa. The amount \(\bar X\) of cysteinyldopa in the tissues was 80.34±1.75% in 5-S-cysteinyldopa, 11.06±1.91% in 2-S-cysteinyldopa, 6.27±1.43% in 2, 5-S, S-dicysteinlydopa, and 2.34±0.61% in 6-S-cysteinyldopa. The fact that the percentages of each isomer of cysteinyldopa in the urine and in the tissues were approximately constant suggests that the cysteinyldopas secreted from melanoma cells were excreted into the urine without being metabolized.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Agrup G, Andersson T, Falck B, Persson K, Rorsman H, Rosengren E (1975) 5-S-cysteinyldopa in the plasma of melanoma patients and the renal clearance of the amino acid. Acta Derm Venereol (Stockh) 55:5–6
Agrup G, Falck B, Hansson C, Rorsman H, Rosengren A-M, Rosengren E (1977) Metabolism of 5-S-cysteinyldopa by Omethylation. Acta Derm Venereol (Stockh) 57:309–312
Agrup G, Hansson C, Kennedy B-M, Persson K, Rorsman H, Rosengren A-M, Rosengren E (1976) Analysis of cysteinyldopa isomers and some of their O-methyl derivatives in the urine of melanoma patients by means of gas chromatography-mass spectrometry. Acta Derm Venereol (Stockh) 56:491–492
Agrup G, Agrup P, Andersson T, Hafström L, Hansson C, Jacobson S, Jönsson P-E, Rorsman H, Rosengren A-M, Rosengren E (1979) Five years' experience of 5-S-cysteinyldopa in melanoma diagnosis. Acta Derm Venereol (Stockh) 59:381–388
Hansson C, Edholm L-M, Agrup G, Rorsman H, Rosengren A-M, Rosengren E (1978) The quantitative determination of 5-S-cysteinyldopa and dopa in normal serum and in serum from patients with malignant melanoma by means of high performance liquid chromatography. Clin Chim Acta 88:419–427
Hansson C, Agrup G, Rorsman H, Rosengren A-M, Rosengren E (1979) Analysis of cysteinyldopas, Dopa, dopamine, noradrenaline and adrenaline in serum and urine using high performance liquid chromatography and electrochemical detector. J Chromatogr 162:7–22
Ito S, Prota G (1977) A facile one-step synthesis of cysteinyldopas using mushroom tyrosinase. Experientia 33:1118–1119
Mojamdar M, Ichihashi M, Mishima Y (1979) Detection and quantitation of 5-S-cysteinyldopa in melanotic and amelanotic melanoma in comparison with non pigment cell tumors and its urinary excretion. J Dermatol (Tokyo), 6:379–392
Morishima T, Hanawa S (1981) Urinary excretion of 5-S-cysteinyldopa in healthy Japanese. Acta Derm Venereol (Stockh) 61:149–150
Morishima T, Hanawa S (1981) Urinary excretion pattern of 5-S-cysteinyldopa in patients with malignant melanoma (in Japanese). Jpn J Clin Dermatol 35:819–823
Morishima T, Saito M Hanawa S (1981) Quantitative determination 5-S-cysteinyldopa, Dopa and dopamine in the urine by means of high performance liquid chromatography. A comparison with data obtained by means of fluorometry. J Dermatol (Tokyo) 8:301–304
Morishima T, Ishikawa T, Endo M, Tsujiguachi Y (1978) Pagetoid malignant melanoma and lentigo malign melanoma of toe. A study with the fluorescence method (Falck and Hillarp). Arch Dermatol Res 262:275–283
Paul E, Illig L (1976) Melanin-producing dendritic cells and histogenesis of malignant melanoma. Arch Dermatol Res 257:163–177
Prota G, Thomson RH (1976) Melanin pigmentation in mammals. Endeavour 35:32–38
Prota G, Rorsman H, Rosengren A-M, Rosengren E (1977) Isolation of 2-S-cysteinyldopa and 2, 5-S, S-dicysteinyldopa from the urine of patients with melanoma. Experientia 33:720–721
Prota G (1980) Recent advances in the chemistry of melanogenesis in mammals. J Invest Dermatol 75:122–127
Rorsman H, Agrup G, Hansson C, Rosengren A-M, Rosengren E (1979) Detection of phaeomelanin. In: Klaus SN (ed) Pigment cell, vol 4. Karger, Basel, pp 244–252
Author information
Authors and Affiliations
Additional information
Supported in part by a Research Grant from the Japanese Dermatological Association
Rights and permissions
About this article
Cite this article
Morishima, T., Tatsumi, F., Fukada, E. et al. Cysteinyldopa isomers and dopa in lesions and urine of Japanese patients with malignant melanoma. Arch Dermatol Res 275, 76–79 (1983). https://doi.org/10.1007/BF00412878
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00412878