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3,4-Dihydroxy-DL-phenylalanine

Name: 3,4-Dihydroxy-<SC>DL-</SC>phenylalanine
Brand: SIGMA

Synonym(s):

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

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About This Item

Linear Formula:

(HO)₂C₆H₃CH₂CH(NH₂)COOH

CAS Number:

63-84-3

Molecular Weight:

197.19

NACRES:

NA.32

PubChem Substance ID:

24894298

eCl@ss:

32160406

UNSPSC Code:

12352209

EC Number:

200-566-0

MDL number:

MFCD00063060

Beilstein/REAXYS Number:

3204800

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Properties

form

powder

Quality Level

100

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

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)

Description

Biochem/physiol Actions

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

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This Item	T6062	H8653	C0982
Sigma-Aldrich D9503 3,4-Dihydroxy-DL-phenylalanine	Sigma-Aldrich T6062 Trifluoperazine hydrochloride	Sigma-Aldrich H8653 (±)-7-Hydroxy-2-(di-n-propylamino)tetralin hydrobromide	Sigma-Aldrich C0982 Chlorpromazine hydrochloride
Quality Level 100	Quality Level 200	Quality Level 200	Quality Level 200
form powder	form powder	form -	form solid
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)	Gene Information human ... DRD2(1813), DRD3(1814), DRD4(1815), HTR2A(3356), HTR2C(3358)	Gene Information human ... DRD3(1814)	Gene Information human ... DRD2(1813), DRD3(1814), DRD4(1815), HTR2A(3356)
mp 270-272 °C (lit.), 290 °C (dec.) (lit.)	mp 243 °C (dec.) (lit.)	mp -	mp 194-196 °C

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

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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The effect of magnetically induced linear aggregates on proton transverse relaxation rates of aqueous suspensions of polymer coated magnetic nanoparticles.

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

Antibacterial strategies from the sea: polymer-bound cl-catechols for prevention of biofilm formation.

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.

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)

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Global Trade Item Number

SKU	GTIN
D9503-1G	04061826738467
D9503-5G	04061833590782
D9503-25G	04061833590775

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