H8502

Sigma-Aldrich

Dopamine hydrochloride

Synonym(s):
2-(3,4-Dihydroxyphenyl)ethylamine hydrochloride, 3,4-Dihydroxyphenethylamine hydrochloride, 4-(2-Aminoethyl)-1,2-benzenediol hydrochloride, 3-Hydroxytyramine hydrochloride
Linear Formula:
(HO)2C6H3CH2CH2NH2·HCl
CAS Number:
Molecular Weight:
189.64
Beilstein/REAXYS Number:
3656720
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

form

powder

Quality Level

color

light tan

mp

248-250 °C (lit.)

solubility

alcohol: 20 mg/mL
H2O: soluble

storage temp.

2-8°C

SMILES string

Cl[H].NCCc1ccc(O)c(O)c1

InChI

1S/C8H11NO2.ClH/c9-4-3-6-1-2-7(10)8(11)5-6;/h1-2,5,10-11H,3-4,9H2;1H

InChI key

CTENFNNZBMHDDG-UHFFFAOYSA-N

Gene Information

human ... ADRB1(153)

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General description

Dopamine (DA) works as neurotransmitter in the central nervous system. It is a catecholamine made from the amino acid L-tyrosine. It also works as a hormone in vesicles of the adrenal medulla, thereby controlling heart beat rate and blood pressure. Absence of DA-containing neurons is associated with parkinson′s disease.

Application

  • Dopamine hydrochloride has been used to study dopamine-mediated transient modulation of the physiological responses in whiteleg shrimp, Litopenaeus vannamei.
  • It has been used to study dopamine-mediated changes in immunity susceptibility to Lactococcus garvieae in the freshwater giant prawn, Macrobrachium rosenbergii.
  • It has been used to study the molecular link between dopamine-induced oxidative stress and mHtt (mutant Huntingtin) toxicity in relation to the activation of the autophagy pathway in an ‘in vitro′ model of parkinsonian Huntington′s Disease.

Packaging

5, 10, 25, 100 g in poly bottle

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Caution

Light sensitive

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. H8502.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3077 9 / PGIII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Dopamine depresses the immune ability and increases susceptibility to Lactococcus garvieae in the freshwater giant prawn, Macrobrachium rosenbergii.
Li JT et al.
Fish & Shellfish Immunology, 19, 269-269 (2005)
Flow injection with inhibited chemiluminescence method for the determination of dopamine hydrochloride.
Shuhao WANG et al.
Analytical Sciences, 20, 315-317 (2004)
Dopamine induces transient modulation of the physiological responses of whiteleg shrimp, Litopenaeus vannamei.
Chiu H-T et al.
Aquaculture (Amsterdam, Netherlands), 251, 558-566 (2006)
Vibrational dynamics and potential energy distribution of two well-known neurotransmitter receptors: tyramine and dopamine hydrochloride.
Siddiqui SA et al.
Journal of Theoretical & Computational Chemistry, 8, 433-450 (2009)
Seonki Hong et al.
Science advances, 4(9), eaat7457-eaat7457 (2018-09-12)
Biological functions depend on biomolecular assembly processes. Assemblies of lipid bilayers, actins, microtubules, or chromosomes are indispensable for cellular functions. These hierarchical assembly processes are reasonably predictable by understanding chemical structures of the defined building blocks and their interactions. However...
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