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Α-Methyl-p-tyrosine: Difference between revisions

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'''Alpha-methyl-p-tyrosine (AMPT)''' is a ] enzyme inhibitor. It has been used in the treatment of ].<ref name="pmid17308229">{{cite journal |author=Ankenman R, Salvatore MF |title=Low dose alpha-methyl-para-tyrosine (AMPT) in the treatment of dystonia and dyskinesia |journal=J Neuropsychiatry Clin Neurosci |volume=19 |issue=1 |pages=65–69 |year=2007 |pmid=17308229 |doi=10.1176/appi.neuropsych.19.1.65 |url=}}</ref> It has been demonstrated to inhibit the production of melanin.<ref></ref> '''Alpha-methyl-p-tyrosine (AMPT)''' is a ] enzyme inhibitor. It has been used in the treatment of ].<ref name="pmid17308229">{{cite journal |author=Ankenman R, Salvatore MF |title=Low dose alpha-methyl-para-tyrosine (AMPT) in the treatment of dystonia and dyskinesia |journal=J Neuropsychiatry Clin Neurosci |volume=19 |issue=1 |pages=65–69 |year=2007 |pmid=17308229 |doi=10.1176/appi.neuropsych.19.1.65 |url=}}</ref> It has been demonstrated to inhibit the production of melanin.<ref></ref>


==Side effects== ==Side-effects==
AMPT administration leads to a transient exacerbation of depressive symptoms in patients that have responded to catecholaminergic ]. The ] changes induced by AMPT may be mediated by decreases in ], while changes in selective attention and motivation may be mediated by ]. AMPT administration leads to a transient exacerbation of depressive symptoms in patients that have responded to catecholaminergic ]. The ] changes induced by AMPT may be mediated by decreases in ], while changes in selective attention and motivation may be mediated by ].


Revision as of 18:43, 14 November 2011

Pharmaceutical compound
Α-Methyl-p-tyrosine
Identifiers
IUPAC name
  • 2-amino-3-(4-hydroxyphenyl)-2-methylpropanoic acid
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.010.477 Edit this at Wikidata
Chemical and physical data
FormulaC10H13NO3
Molar mass195.215 g/mol g·mol
3D model (JSmol)
SMILES
  • O=C(O)C(N)(Cc1ccc(O)cc1)C
InChI
  • InChI=1S/C10H13NO3/c1-10(11,9(13)14)6-7-2-4-8(12)5-3-7/h2-5,12H,6,11H2,1H3,(H,13,14)
  • Key:NHTGHBARYWONDQ-UHFFFAOYSA-N
  (verify)

Alpha-methyl-p-tyrosine (AMPT) is a tyrosine hydroxylase enzyme inhibitor. It has been used in the treatment of pheochromocytoma. It has been demonstrated to inhibit the production of melanin.

Side-effects

AMPT administration leads to a transient exacerbation of depressive symptoms in patients that have responded to catecholaminergic antidepressants. The mood changes induced by AMPT may be mediated by decreases in norepinephrine, while changes in selective attention and motivation may be mediated by dopamine.

Prolonged administration can have an impact upon the circadian rhythm.

Mechanism

As a competitive inhibitor of tyrosine hydroxylase, it prevents the conversion of tyrosine to L-DOPA, the precursor to dopamine. This results in lowered systematic catecholamine (dopamine, epinephrine and norepinephrine) levels.

References

  1. Ankenman R, Salvatore MF (2007). "Low dose alpha-methyl-para-tyrosine (AMPT) in the treatment of dystonia and dyskinesia". J Neuropsychiatry Clin Neurosci. 19 (1): 65–69. doi:10.1176/appi.neuropsych.19.1.65. PMID 17308229.
  2. Use of α-methyl-p-tyrosine to inhibit melanin production in iris melanocytes
  3. Zimmermann RC, Krahn LE, Klee GG, Ditkoff EC, Ory SJ, Sauer MV (2001). "Prolonged inhibition of presynaptic catecholamine synthesis with alpha-methyl-para-tyrosine attenuates the circadian rhythm of human TSH secretion". J. Soc. Gynecol. Investig. 8 (3): 174–178. doi:10.1016/S1071-5576(01)00104-6. PMID 11390253.{{cite journal}}: CS1 maint: multiple names: authors list (link)

External links

  • and A Clinical Trial
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