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D9628

Sigma-Aldrich

3,4-Dihydroxy-L-phenylalanine

3,4-Dihydroxy-L-phenylalanine

≥98% (TLC)

Sinonimo/i:

3-(3,4-Dihydroxyphenyl)-L-alanine, L-3-Hydroxytyrosine, L-DOPA, Levodopa

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About This Item

Formula condensata:
(HO)2C6H3CH2CH(NH2)CO2H
Numero CAS:
59-92-7
Peso molecolare:
197.19
Beilstein:
2215169
Numero CE:
200-445-2
Numero MDL:
MFCD00002598
Codice UNSPSC:
12352209
eCl@ss:
32160406
ID PubChem:
24277914
NACRES:
NA.32
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Nome del prodotto

3,4-Dihydroxy-L-phenylalanine, ≥98% (TLC)

Livello qualitativo

200

Saggio

≥98% (TLC)

Stato

powder

Colore

white to off-white

Punto di fusione

276-278 °C (lit.)

applicazioni

peptide synthesis

Temperatura di conservazione

room temp

Stringa SMILE

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

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
WTDRDQBEARUVNC-LURJTMIESA-N

Informazioni sul gene

human ... DRD1(1812) , DRD2(1813) , DRD3(1814) , DRD4(1815) , DRD5(1816)
mouse ... DRD1(13488) , DRD2(13489) , DRD3(13490) , DRD4(13491) , DRD5(13492)
rat ... DRD1(24316) , DRD2(24318) , DRD3(29238) , DRD4(25432) , DRD5(25195)

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Categorie correlate

Applicazioni

3,4-Dihydroxy-L-phenylalanine or L-DOPA has been used to stain melanocytes.[1] It has also been used to study its effects on a Drosophila model of Parkinson′s disease.[2]

Azioni biochim/fisiol

3,4-Dihydroxy-L-phenylalanine or L-DOPA is a natural isomer of the immediate precursor of dopamine that crosses the blood-brain barrier. It is used for the treatment of Parkinson′s disease[3] and is a product of tyrosine hydroxylase.

Altre note

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

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H302,H315,H319,H335

Classi di pericolo

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
0000392084
0000389595
0000387681
0000386584
0000370161

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Alan J. Sinclair, John E. Morley, Bruno Vellas
Pathy's Principles and Practice of Geriatric Medicine (2012)
Effects of small-molecule amyloid modulators on a Drosophila model of Parkinson?s disease
Malgorzata Pokrzywa
PLoS ONE (2017)
Primary culture of human face skin melanocytes for the study of hyperpigmentation
Cytotechnology, 66(6) (2014)
Molly J Crockett et al.
Current biology : CB, 25(14), 1852-1859 (2015-07-07)
An aversion to harming others is a core component of human morality and is disturbed in antisocial behavior. Deficient harm aversion may underlie instrumental and reactive aggression, which both feature in psychopathy. Past work has highlighted monoaminergic influences on aggression
Damian M Herz et al.
Annals of neurology, 75(6), 829-836 (2014-06-04)
In Parkinson disease (PD), long-term treatment with the dopamine precursor levodopa gradually induces involuntary "dyskinesia" movements. The neural mechanisms underlying the emergence of levodopa-induced dyskinesias in vivo are still poorly understood. Here, we applied functional magnetic resonance imaging (fMRI) to
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Questions

1–4 of 4 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  3. Hello I want to perform some enzyme activity assays with tyrosinase from mushroom , is this reagent suitable as a substrate to perform the assay by spectrophotometry? Thank you very much!

    1 answer

    1. Yes, this product is used as a substrate in enzymatic analysis of product T3824, Tyrosinase from mushroom. This assay is performed to determine the polyphenol oxidase activity of the enzyme. The unit definition of Tyrosinase product is as follows:
      One unit will cause a decrease in A265 of 0.001 per minute at pH 6.5 at 25 deg C. In a 3 mL reaction mixture containing L-Beta-3,4-dihydroxyphenyl-alanine (L-DOPA)

      Please see the link below to review a sample or lot-specific Certificate of Analysis for the T3824 Tyrosinase product to review this and additional substrates used to establish activity:
      https://www.sigmaaldrich.com/product/sigma/t3824#product-documentation

      Helpful?

  4. I want to know the solvent, storage method, and storage period.

    1 answer

    1. As mentioned in the product Data Sheet, L-DOPA is slightly soluble in water (approximately 3.3 mg/ml) and in acidic and basic solutions. It is practically insoluble in ethanol. The stability of the product in solution has not been determined. See the statement below for further information. The recommended storage temperature is room temperature. Please view the datasheet for more information:
      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/315/570/d9628pis.pdf

      See the link below to a publication regarding the solution stability of L-Dopa that may be helpful:
      https://pubmed.ncbi.nlm.nih.gov/8771063/

      This product is not assigned an expiration date or recommended retest date. Products with no expiration date or recommended retest date should be routinely inspected by customers to ensure they perform as expected. These products are also subject to a one-year warranty from the date of shipment. For more information, you may access the "Product Dating Information" document under "ADDITIONAL USEFUL DOCUMENTS ABOUT OUR PRODUCTS" at the bottom of the Quality Services page with this link: https://www.sigmaaldrich.com/life-science/quality-and-regulatory-management/quality-services.

      Helpful?

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