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D9378

Sigma-Aldrich

3,4-Dihydroxy-D-phenylalanine

powder, ≥95%

Sinónimos:

3-(3,4-Dihydroxyphenyl)-D-alanine, D-3-Hydroxytyrosine, D-DOPA

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About This Item

Fórmula empírica (notación de Hill):
C9H11NO4
Número de CAS:
5796-17-8
Peso molecular:
197.19
Beilstein/REAXYS Number:
2417637
EC Number:
227-343-0
MDL number:
MFCD00063061
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24894286
NACRES:
NA.32

Quality Level

100

assay

≥95%

form

powder

mp

276-278 °C (lit.)

solubility

1 M HCl: soluble
ethanol: insoluble

storage temp.

−20°C

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-/m1/s1

InChI key

WTDRDQBEARUVNC-ZCFIWIBFSA-N

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Application

3,4-Dihydroxy-D-phenylalanine has been used as a standard in high-performance liquid chromatography (HPLC) analysis of L-DOPA extracted from both germinated and raw seed flours of velvet bean.

Biochem/physiol Actions

3,4-Dihydroxy-D-phenylalanine (D-DOPA) is a DOPA enantiomer. It exhibits antimicrobial activity. D-DOPA serves as a precursor for dopamine.

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

ppe

Eyeshields, Gloves, type N95 (US)

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Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Nan Lu et al.
Electrophoresis (2020-09-20)
This review summarizes recent developments (over the past decade) in the field of microfluidics-based solutions for enantiomeric separation and detection. The progress in various formats of microchip electrodriven separations, such as MCE, microchip electrochromatography, and multidimensional separation techniques, is discussed.
Mark H Burrell et al.
ACS chemical neuroscience, 6(11), 1802-1812 (2015-09-01)
Tonic dopamine (DA) levels influence the activity of dopaminergic neurons and the dynamics of fast dopaminergic transmission. Although carbon fiber microelectrodes and fast-scan cyclic voltammetry (FSCV) have been extensively used to quantify stimulus-induced release and uptake of DA in vivo
Seppo Parkkila et al.
Bioorganic & medicinal chemistry letters, 16(15), 3955-3959 (2006-05-30)
The first activation study of isoform XIII of carbonic anhydrase (CA, EC 4.2.1.1) is reported. A series of amino acids and amines incorporating protonatable moieties of the primary/heterocyclic amine type were included in the study. As for CA I and
Isao Nishimori et al.
Bioorganic & medicinal chemistry, 15(15), 5351-5357 (2007-05-15)
The secretory isozyme of human carbonic anhydrase (hCA, EC 4.2.1.1), hCA VI, has been cloned, expressed, and purified in a bacterial expression system. The kinetic parameters for the CO(2) hydration reaction proved hCA VI to possess a k(cat) of 3.4
Silvia Pastorekova et al.
Bioorganic & medicinal chemistry, 16(7), 3530-3536 (2008-02-26)
The first activation study of the human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms associated to tumors, hCA IX and XII, with a small library of natural and non-natural amino acids as well as aromatic/heterocyclic amines is reported. hCA IX was
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