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    Levodopa (L-DOPA)
    Levodopa (L-DOPA)

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V1252
    CAS #: 59-92-7Purity ≥98%

    Description: Levodopa (L-DOPA) is the L-isomer of DOPA and the precursor to the neurotransmitters dopamine, norepinephrine (noradrenaline), and epinephrine (adrenaline), it is used to treat Parkinson's symptoms. Levodopa is a chemical that is made and used as part of the normal biology of humans, some animals and plants. Some animals and humans make it via biosynthesis from the amino acid L-tyrosine. Furthermore, L-DOPA itself mediates neurotrophic factor release by the brain and CNS. 

    References: Neuroreport. 1993 Apr;4(4):438-40; Eur J Neurosci. 2003 Sep;18(6):1607-14.

    Related CAS #: 1421-65-4 (HCl)   59-92-7 (free base)

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    Molecular Weight (MW)197.19
    FormulaC9H11NO4
    CAS No.59-92-7
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO:<1 mg/mL
    Water: <1 mg/mL
    Ethanol: <1 mg/mL
    Other info

    Chemical Name: (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid

    InChi Key: WTDRDQBEARUVNC-LURJTMIESA-N

    InChi Code: InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m0/s1

    SMILES Code: O=C(O)[[email protected]@H](N)CC1=CC=C(O)C(O)=C1           

    Synonyms

    Levodopa, 3,4-Dihydroxyphenylalanin; L-DOPA, Dopar, Sinemet, Pharmacopa, Atamet, Stalevo, Madopar, Prolopa


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    In Vitro

    In vitro activity: Levodopa produces at 25-200 μM concentrations a dose-dependent reduction of 3H-DA uptake in foetal rat midbrain cultures. Levodopa results in a decrease in the number of viable cells and tyrosine hydroxylase (TH) positive neurones, plus disruption of the overall neuritic network. Levodopa induces dyskinesia in the absence of dopamine by excessive inhibition of neurons of the putamen-globus pallidus (GPe) projection and subsequent disinhibition of the globus pallidus (GPe). Levodopa results in a decrease in cytochrome oxidase messenger RNA expression in the globus pallidus (GPi).


    In VivoLevodopa elicits the development of a variety of abnormal movements in monkeys with parkinsonism induced by the neurotoxin MPTP. Levodopa administrations result in an ectopic induction of the dopamine D3receptor expression in the CdPu in 6-OHDA-lesioned rats. Levodopa (50 mg/kg) increases anandamide concentrations throughout thebasal ganglia via activation of dopamine D1/D2 receptors in intact rats. Levodopa produces increasingly severe oro-lingual involuntary movements which are attenuated by the cannabinoid agonist R(+)-WIN55,212-2 (1 mg/kg) in lesioned rats. Levodopa administration reverses the up-regulation of D2 dopamine receptors seen in severely lesioned rats provided evidence that Levodopa reaches a biologically active concentration at the basal ganglia.
    Animal modelRats
    Formulation & Dosage50 mg/kg
    References

    Neuroreport. 1993 Apr;4(4):438-40; Eur J Neurosci. 2003 Sep;18(6):1607-14.


    These protocols are for reference only. InvivoChem does not independently validate these methods.

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