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D9628

3,4-Dihydroxy-L-Phenylalanin

≥98% (TLC)

3,4-Dihydroxy-L-phenylalanine

Synonym(e):

3-(3,4-Dihydroxyphenyl)-L-alanin, L-3-Hydroxytyrosin, L-DOPA, Levodopa

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Über diesen Artikel

Lineare Formel:
(HO)2C6H3CH2CH(NH2)CO2H
CAS-Nummer:
Molekulargewicht:
197.19
NACRES:
NA.32
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
200-445-2
MDL number:
Beilstein/REAXYS Number:
2215169
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Produktname

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

Quality Segment

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

Application

3,4-Dihydroxy-L-phenylalanin oder L-DOPA wurde zum Färben von Melanozyten verwendet. Darüber hinaus wurde es an einem Drosophila-Modell der Parkinson-Krankheit eingesetzt, um dessen Wirkungen zu untersuchen.

Biochem/physiol Actions

3,4-Dihydroxy-L-phenylalanin oder L-DOPA ist ein natürliches Isomer des unmittelbaren Vorläufers von Dopamin, das die Blut-Hirn-Schranke überquert. Es wird zur Behandlung von Parkinson verwendet und ist ein Produkt der Tyrosinhydroxylase.

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Dieser Artikel
PHR1271D9378T2006
form

powder

form

-

form

powder

form

powder

assay

≥98% (TLC)

assay

-

assay

≥95%

assay

≥98% (TLC)

storage temp.

room temp

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

-

Quality Level

200

Quality Level

300

Quality Level

100

Quality Level

200

color

white to off-white

color

-

color

-

color

white to off-white

mp

276-278 °C (lit.)

mp

276-278 °C (lit.)

mp

276-278 °C (lit.)

mp

239 °C (dec.) (lit.)


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pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Lagerklasse

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Analysenzertifikate (COA)

Lot/Batch Number

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Questions

1–5 of 5 Questions  
  1. 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/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. Esta levodopa pode ser utilizada em processos de nanoencapsulamento para tratamento da doença de Parkinson?

    1 answer
    1. This product is intended for research and development purposes only and should not be used in drug or clinical applications.

      Helpful?

  3. 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?

  4. 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?

  5. 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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