All Photos(3)

D9503

Sigma-Aldrich

3,4-Dihydroxy-DL-phenylalanine

Synonym(s):
DL-DOPA, DL-3-Hydroxytyrosine, 3-(3,4-Dihydroxyphenyl)-DL-alanine
Linear Formula:
(HO)2C6H3CH2CH(NH2)COOH
CAS Number:
Molecular Weight:
197.19
Beilstein:
3204800
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.32

Quality Level

mp

270-272 °C (lit.)
290 °C (dec.) (lit.)

SMILES string

NC(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)

InChI key

WTDRDQBEARUVNC-UHFFFAOYSA-N

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Packaging

1, 5, 25 g in poly bottle

Biochem/physiol Actions

3,4-dihydroxyphenylalanine is an immediate precursor of dopamine, which is a product of tyrosine hydroxylase.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D9503.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Steven L Saville et al.
Nanoscale, 5(5), 2152-2163 (2013-02-08)
It has been recently reported that for some suspensions of magnetic nanoparticles the transverse proton relaxation rate, R(2), is dependent on the time that the sample is exposed to an applied magnetic field. This time dependence has been linked to...
Dopamine formation, from its immediate precursor 3, 4-dihydroxyphenylalanine, along the rat digestive tract
Vieira-Coelho MA and Soares-da-Silva P
Fundamental & Clinical Pharmacology, 7(5), 235-243 (1993)
Handbook of Developmental Cognitive Neuroscience (2001)
Luis García-Fernández et al.
Advanced materials (Deerfield Beach, Fla.), 25(4), 529-533 (2012-11-10)
Inspired by the amino acid 2-chloro-4,5-dihydroxyphenylalanine (Cl-DOPA), present in the composition of the proteinaceous glue of the sandcastle worm Phragmatopoma californica, a simple strategy is presented to confer antifouling properties to polymer surfaces using (but not releasing) a bioinspired biocide....
Kyuri Lee et al.
International journal of pharmaceutics, 445(1-2), 196-202 (2013-01-19)
Calcium phosphate (CAP) has a wide range of applications in biomedical systems. Although there is great potential for the use of CAP in the development of gene delivery systems, the uncontrollable growth of CAP crystal makes it difficult to use...

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