Chemistry:Cysteinyldopa

From HandWiki
Cysteinyldopa[1]
Cysteinyldopa.svg
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
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).
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Infobox references

Cysteinyldopa is a catecholamine. Excessive cysteinyldopa in plasma and urine has been linked to malignant melanoma.[1][2][3] Cysteinyldopa is found in large amounts in the plasma and urine of patients with malignant 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.

References

  1. 1.0 1.1 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. 
  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.