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H8502

Sigma-Aldrich

Dopamine hydrochloride

≥98% (TLC), powder, neurotransmitter

Synonym(s):

2-(3,4-Dihydroxyphenyl)ethylamine hydrochloride, 3,4-Dihydroxyphenethylamine hydrochloride, 3-Hydroxytyramine hydrochloride, 4-(2-Aminoethyl)-1,2-benzenediol hydrochloride

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About This Item

Linear Formula:
(HO)2C6H3CH2CH2NH2·HCl
CAS Number:
Molecular Weight:
189.64
Beilstein:
3656720
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.77

product name

Dopamine hydrochloride,

form

powder

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 a neurotransmitter in the central nervous system. It is a catecholamine made from the amino acid L-tyrosine. It also works as a hormone in the vesicles of the adrenal medulla, thereby controlling heart beat rate and blood pressure. The Absence of DA-containing neurons is associated with Parkinson’s disease.Dopamine is produced and released by the dopaminergic neurons in the substantia nigra that is in the central nervous system. It is involved in several activities such as movement, behaviour, learning, reward, punishment, dreaming, working, memory, mood, sleep, attention, and inhibition of prolactin production. Dopamine also acts as a precursor in the synthesis of catecholamines like epinephrine and norepinephrine. Increased levels of dopamine via the tuberoinfundibular pathway are associated with Schizophrenia, hallucinations, euphoria, and psychosis. A deficiency of dopamine and norepinephrine indicates the neurochemical basis for attention-deficit hyperactivity disorder (ADHD), a pediatric disorder.

Application

Dopamine hydrochloride has been used:
  • to study dopamine-mediated transient modulation of the physiological responses in white leg shrimp, Litopenaeus vannamei.
  • to study dopamine-mediated changes in immunity susceptibility to Lactococcus garvieae in the freshwater giant prawn, Macrobrachium rosenbergii.
  • 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.
  • as a substrate of the prophenoloxidase (PPO) cascade reaction in the anti-microbial assay targeting methicillin-resistant staphylococcus aureus (MRSA) in the biofilm phase.
  • added exogenously to the culture medium to study its effect on H. contortus female worms.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Caution

Light sensitive

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Peripheral Dopamine Controlled by Gut Microbes Inhibits Invariant Natural Killer T Cell-Mediated Hepatitis
Xue R, et al.
Frontiers in Immunology, 9, 2398-2398 (2018)
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)
Rafael Franco et al.
Biomedicines, 9(2) (2021-01-28)
Dopamine is derived from an amino acid, phenylalanine, which must be obtained through the diet. Dopamine, known primarily to be a neurotransmitter involved in almost any higher executive action, acts through five types of G-protein-coupled receptors. Dopamine has been studied
Flow injection with inhibited chemiluminescence method for the determination of dopamine hydrochloride.
Shuhao WANG et al.
Analytical Sciences, 20, 315-317 (2004)
Y Luo et al.
The Journal of biological chemistry, 273(6), 3756-3764 (1998-03-07)
Dopamine (DA) is a neurotransmitter, but it also exerts a neurotoxic effect under certain pathological conditions, including age-related neurodegeneration such as Parkinson's disease. By using both the 293 cell line and primary neonatal rat postmitotic striatal neuron cultures, we show

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