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Merck

D9503

Sigma-Aldrich

3,4-Dihydroxy-DL-phenylalanine

Sinónimos:

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

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About This Item

Fórmula lineal:
(HO)2C6H3CH2CH(NH2)COOH
Número de CAS:
Peso molecular:
197.19
Beilstein/REAXYS Number:
3204800
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.32

form

powder

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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Biochem/physiol Actions

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

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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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Visite la Librería de documentos

Handbook of Developmental Cognitive Neuroscience (2001)
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)
Lionel C Libert et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 54(7), 1154-1161 (2013-05-10)
6-(18)F-fluoro-L-dopa ((18)F-FDOPA) has proven to be a useful radiopharmaceutical for the evaluation of presynaptic dopaminergic function using PET. In comparison to electrophilic synthesis, the no-carrier-added (NCA) nucleophilic method has several advantages. These include much higher available activity and specific activity.
Karlo J Lizarraga et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 55(1), 30-36 (2013-10-30)
Brain metastases are frequently treated with radiation. It is critical to distinguish recurrent or progressive brain metastases (RPBM) from late or delayed radiation injury (LDRI). The purpose of this study was to examine the diagnostic accuracy as well as the
Dina Rībena et al.
Langmuir : the ACS journal of surfaces and colloids, 28(49), 16900-16908 (2012-11-20)
The adhesive proteins secreted by marine mussels contain an unusual amino acid, 3,4-dihydroxyphenylalanine (DOPA), that is responsible for the cohesive and adhesive strength of this natural glue and gives mussels the ability to attach themselves to rocks, metals, and plastics.

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