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L-DOPA methyl ester (hydrochloride) (Synonyms: 3,4-Dihydroxyphenylalanine methyl ester,LDME,Levodopa methyl ester,ST 41769)

Catalog No.GC14281

dopamine D1 receptor agonist

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L-DOPA methyl ester (hydrochloride) Chemical Structure

Cas No.: 1421-65-4

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10mM (in 1mL DMSO)
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500mg
$65.00
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1g
$93.00
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5g
$213.00
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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Background

L-DOPA methyl ester is a dopamine D1 receptor agonist.

The D1 subtype of the dopamine receptor is the most abundant dopamine receptor in the central nervous system. D1 receptors can regulate neuronal growth and development, mediate some behavioral responses, and modulate dopamine receptor D2-mediated events.

In vitro: L-DOPA methyl ester is a neutral derivative of L-DOPA formulated for increased solubility compared to the parent compound. L-DOPA is a metabolic precursor of dopamine that is capable of crossing the blood brain barrier to act as a dopamine D1 receptor agonist [1].

In vivo: On intraperitoneal or subcutaneous administration to mice L-Dopa methyl ester was found to be equivalent to L-Dopa in reversing reserpine-induced akinesia and producing contraversive circling behaviour in rats. On oral administration the methyl ester was even more active. The administration of L-Dopa or the methyl ester had equivalent changes of metabolite levels in striatal and mesolimbic dopamine, homovanillic acid, as well as 3,4-dihydroxyphenylacetic acid [2].

Clinical trial: Five sublingual and five subcutaneous doses of L-dopa methyl ester were given to seven patients with idiopathic Parkinson's disease and motor fluctuations. Motor assessments were conducted using the modified Webster scale. Results showed that two patients switched "on" with subcutaneous L-dopa methyl ester with the same quality and duration of therapeutic effect seen after their oral levodopa doses. The time from injection to full switch "on" was 60 minutes in both patients. Two patients had no effect over the entire observation period of 90 minutes and another one experienced onset-of-dose dyskinesias continuing for 110 minutes without ever switching fully "on" [3].

References:
[1] Berends, H. I.,Nijlant, J.M.M.,Movig, K.L.L., et al. The clinical use of drugs influencing neurotransmitters in the brain to promote motor recovery after stroke; a Cochrane systematic review. European Journal of Physical and Rehabilitation Medicine 45(4), 621-630 (2009).
[2] Cooper DR, Marrel C, Testa B, van de Waterbeemd H, Quinn N, Jenner P, Marsden CD.  L-Dopa methyl ester--a candidate for chronic systemic delivery of L-Dopa in Parkinson's disease. Clin Neuropharmacol. 1984;7(1):89-98.
[3] Kleedorfer, B. ,Lees, A.J. and Stern, G.M. Subcutaneous and sublingual levodopa methyl ester in Parkinson’s disease. J.Neurol.Neurosurg.Psychiatry 54(4), 373 (1991).

Chemical Properties

Cas No. 1421-65-4 SDF
Synonyms 3,4-Dihydroxyphenylalanine methyl ester,LDME,Levodopa methyl ester,ST 41769
Chemical Name 3-hydroxy-L-tyrosine, methyl ester, monohydrochloride
Canonical SMILES OC1=C(O)C=CC(C[C@H](N)C(OC)=O)=C1.Cl
Formula C10H13NO4 • HCl M.Wt 247.7
Solubility ≥ 13.6mg/mL in DMSO Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 4.0371 mL 20.1857 mL 40.3714 mL
5 mM 0.8074 mL 4.0371 mL 8.0743 mL
10 mM 0.4037 mL 2.0186 mL 4.0371 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 23 reference(s) in Google Scholar.)

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