This product is intended for research and development purposes only and should not be used in drug or clinical applications.
D9628
3,4-Dihidroxi-L-fenilalanina
3,4-Dihydroxy-L-phenylalanine
≥98% (TLC)
Sinónimos:
3-(3,4-Dihidroxifenil)-L-alanina, L-3-Hidroxitirosina, L-DOPA, Levodopa
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About This Item
Fórmula lineal:
(HO)2C6H3CH2CH(NH2)CO2H
Número de CAS:
Peso molecular:
197.19
Beilstein/REAXYS Number:
2215169
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.32
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Nombre del producto
3,4-Dihidroxi-L-fenilalanina, ≥98% (TLC)
Quality Level
assay
≥98% (TLC)
form
powder
color
white to off-white
mp
276-278 °C (lit.)
application(s)
peptide synthesis
storage temp.
room temp
SMILES string
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
InChI key
WTDRDQBEARUVNC-LURJTMIESA-N
Gene Information
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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Application
Biochem/physiol Actions
La 3,4-dihidroxi-L-fenilalanina o L-DOPA es un isómero natural del precursor inmediato de la dopamina que atraviesa la barrera hematoencefálica. Se utiliza para el tratamiento de la enfermedad de Parkinson[3] y es un producto de la tirosina hidroxilasa.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Certificados de análisis (COA)
Lot/Batch Number
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Human gut microbiota senses its environment and responds by releasing metabolites, some of which are key regulators of human health and disease. In this study, we characterize gut-associated bacteria in their ability to decarboxylate levodopa to dopamine via tyrosine decarboxylases.
Nicolas Morin et al.
Experimental neurology, 256, 105-116 (2013-01-31)
The treatment of motor symptoms of Parkinson disease (PD) with the dopamine (DA) precursor, l-3,4-dihydroxyphenylalanine (l-DOPA) introduced 50years ago still remains a very effective medication. However, involuntary movements termed l-DOPA-induced dyskinesias (LID) appear in the vast majority of PD patients
Chromatograms
application for HPLCapplication for HPLC-
Esta levodopa pode ser utilizada em processos de nanoencapsulamento para tratamento da doença de Parkinson?
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How is shipping temperature determined? And how is it related to the product storage temperature?
1 answer-
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
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How can I determine the shelf life / expiration / retest date of this product?
1 answer-
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.pdfHelpful?
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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-
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-documentationHelpful?
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I want to know the solvent, storage method, and storage period.
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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.pdfSee 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.
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