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Literature DB >> 2125208

Effect of pH on the oxidation pathway of alpha-methyldopa catalysed by tyrosinase.

P Serna Rodríguez¹, J N Rodríguez López, J Tudela, R Varón, F García Cánovas.

Abstract

This paper deals with the quantitative description of the effect of pH on the oxidation pathway of alpha-methyldopa. Tyrosinase catalyses the oxidation by molecular oxygen of alpha-methyldopa to o-alpha-methyldopaquinone, which evolves non-enzymically through a branched pathway with cyclization or hydroxylation reactions. The intermediates of the hydroxylation branch have been identified, and the corresponding rate constants have been determined. These compounds, which have been detected in melanosomes and in tumour cells, have great cytotoxic power and could have physiological significance in acidic media.

Entities: Chemical Disease Gene

Mesh：

Substances：

Year: 1990 PMID： 2125208 PMCID： PMC1149721 DOI： 10.1042/bj2720459

Source DB: PubMed Journal: Biochem J ISSN： 0264-6021 Impact factor: 3.857

21 in total

1. Mechanisms of oxygen metabolism.

Authors: H S MASON
Journal: Adv Enzymol Relat Subj Biochem Date: 1957

2. The role of 2,4,5-trihydroxyphenylalanine in melanin biosynthesis.

Authors: D G Graham; P W Jeffs
Journal: J Biol Chem Date: 1977-08-25 Impact factor: 5.157

3. L-dopa: selective toxicity for melanoma cells in vitro.

Authors: M M Wick; L Byers; E Frei
Journal: Science Date: 1977-07-29 Impact factor: 47.728

4. Incorporation of L-dopa, L-alpha-methyldopa and DL-isoproterenol into guinea pig hair.

Authors: W H Harrison; R M Gray; L M Solomon
Journal: Acta Derm Venereol Date: 1974 Impact factor: 4.437

5. Particulate tyrosinase of human malignant melanoma. Solubilization, purification following trypsin treatment, and characterization.

Authors: K Nishioka
Journal: Eur J Biochem Date: 1978-04

1. Using solid-state NMR to monitor the molecular consequences of Cryptococcus neoformans melanization with different catecholamine precursors.

Authors: Subhasish Chatterjee; Rafael Prados-Rosales; Susana Frases; Boris Itin; Arturo Casadevall; Ruth E Stark
Journal: Biochemistry Date: 2012-07-25 Impact factor: 3.162

1 in total

Effect of pH on the oxidation pathway of alpha-methyldopa catalysed by tyrosinase.

1. Mechanisms of oxygen metabolism.

2. The role of 2,4,5-trihydroxyphenylalanine in melanin biosynthesis.

3. L-dopa: selective toxicity for melanoma cells in vitro.

4. Incorporation of L-dopa, L-alpha-methyldopa and DL-isoproterenol into guinea pig hair.

5. Particulate tyrosinase of human malignant melanoma. Solubilization, purification following trypsin treatment, and characterization.

6. The toxicity of melanin precursors.

7. The tyrosinases of mouse melanoma. Isolation and molecular properties.

8. Enhancement of L-dopa incorporation into melanoma by dopa decarboxylase inhibition.

9. Levodopa and dopamine analogs: melanin precursors as antitumor agents in experimental human and murine leukemia.

10. Isolation and identificaton of an in vivo reaction product of 6-hydroxydopamine.

1. Using solid-state NMR to monitor the molecular consequences of Cryptococcus neoformans melanization with different catecholamine precursors.