Skip to Content
MilliporeSigma
All Photos(4)

Documents

D1507

Sigma-Aldrich

L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride

≥98% (HPLC), solid,  L-DOPA precursor

Synonym(s):

Methyl L-DOPA hydrochloride

Sign Into View Organizational & Contract Pricing
All Photos(4)

About This Item

Empirical Formula (Hill Notation):
C10H13NO4 · HCl
CAS Number:
1421-65-4
Molecular Weight:
247.68
MDL number:
MFCD00038958
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24278358
NACRES:
NA.77

product name

L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride, solid

form

solid

color

white to off-white

storage temp.

−20°C

SMILES string

Cl[H].COC(=O)[C@@H](N)Cc1ccc(O)c(O)c1

InChI

1S/C10H13NO4.ClH/c1-15-10(14)7(11)4-6-2-3-8(12)9(13)5-6;/h2-3,5,7,12-13H,4,11H2,1H3;1H/t7-;/m0./s1

InChI key

WFGNJLMSYIJWII-FJXQXJEOSA-N

Application

L-3,4-Dihydroxyphenylalanine methyl ester hydrochloride has been used:
  • in treating 6-hydroxydopamine induced lesions mice serotonin neurons
  • in tyrosinase activity in B16F10 skin melanoma cells
  • to test its neuroprotective effect in mesencephalic neurons

Biochem/physiol Actions

L-3,4-Dihydroxyphenylalanine methyl ester is a precursor to L-DOPA that crosses the blood-brain barrier. Antiparkinsonian agent L-DOPA methyl ester elicits antitumor functionality in leukemia and melanoma.

Caution

Light sensitive

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Muriel Geurts et al.
Neuroscience letters, 333(2), 146-150 (2002-11-07)
The role of dopaminergic transmission on striatal mRNA levels of regulators of G protein signalling proteins RGS 2-12 was evaluated by quantitative in situ hybridisation. A single injection of L-dopa (50 mg/kg i.p.) significantly increased the RGS2 mRNA level (by
Kevin W McCairn et al.
Journal of neurophysiology, 101(4), 1941-1960 (2009-01-24)
Competing theories seek to account for the therapeutic effects of high-frequency deep brain stimulation (DBS) of the internal globus pallidus (GPi) for medically intractable Parkinson's disease. To investigate this question, we studied the spontaneous activity of 102 pallidal neurons during
L-Dopa methyl ester as a new antitumour agent
Wick MM
Nature, 269(5628), 512-513 (1977)
Xinxin Yang et al.
International journal of nanomedicine, 7, 2077-2086 (2012-05-24)
Levodopa remains the most effective drug in the treatment of Parkinson's disease. However, long-term administration of levodopa induces motor complications, such as levodopa-induced dyskinesia. The mechanisms underlying levodopa-induced dyskinesia are not fully understood. In this study, we prepared levodopa methyl
Sodium tanshinone IIA silate increases melanin synthesis by activating the MAPK and PKA pathways and protects melanocytes from H2 O2-induced oxidative stress
Zhong H, et al.
Royal Society of Chemistry Advances, 9(33), 18747-18757 (2019)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service