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Cysteinyldopa

Cysteinyldopa[1]
Names
IUPAC name
2-Amino-3-[3-[(2-amino-3-hydroxy-3-oxopropyl)thio]-4,5-dihydroxyphenyl]propanoic acid
Other names
5-S-Cysteinyldopa
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
MeSH Cysteinyldopa
UNII
  • InChI=1S/C12H16N2O6S/c13-6(11(17)18)1-5-2-8(15)10(16)9(3-5)21-4-7(14)12(19)20/h2-3,6-7,15-16H,1,4,13-14H2,(H,17,18)(H,19,20) checkY
    Key: SXISMOAILJWTID-UHFFFAOYSA-N checkY
  • InChI=1/C12H16N2O6S/c13-6(11(17)18)1-5-2-8(15)10(16)9(3-5)21-4-7(14)12(19)20/h2-3,6-7,15-16H,1,4,13-14H2,(H,17,18)(H,19,20)
    Key: SXISMOAILJWTID-UHFFFAOYAI
  • O=C(O)C(N)Cc1cc(SCC(C(=O)O)N)c(O)c(O)c1
Properties
C12H16N2O6S
Molar mass 316.33 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkYX markN ?)

Cysteinyldopa, or 5-S-cysteinyldopa, is a catecholamine. Excessive cysteinyldopa in plasma and urine has been linked to melanoma.[1][2][3] Cysteinyldopa is found in large amounts in the plasma and urine of patients with melanoma. It is therefore used in the diagnosis of melanoma and for the detection of postoperative metastases. Cysteinyldopa is believed to be formed by the rapid enzymatic hydrolysis of 5-S-glutathionedopa found in melanin-producing cells.

See also

References

  1. ^ a b Cysteinyldopa - Compound Summary, PubChem.
  2. ^ Agrup G, Agrup P, Andersson T, Hafström L, Hansson C, Jacobsson S, Jönsson PE, Rorsman H, Rosengren AM, Rosengren E (1979). "5 years' experience of 5-S-cysteinyldopa in melanoma diagnosis". Acta Derm Venereol. 59 (5): 381–388. PMID 93360.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  3. ^ Goto H, Usui M, Wakamatsu K, Ito S (2001). "5-S-cysteinyldopa as diagnostic tumor marker for uveal malignant melanoma". Jpn J Ophthalmol. 45 (5): 538–542. doi:10.1016/s0021-5155(01)00393-8. PMID 11583680.{{cite journal}}: CS1 maint: multiple names: authors list (link)
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