This material should be stored refrigerated temperature at 2 - 8 °C. The product is assigned a retest date of approximately 2 years from the date of Quality release. The quality of this item cannot be quatanteed if stored outside of the recommended conditions for extended periods. Please see the link below to review the lot specific Certificate of Analysis to determine retest date:
https://www.sigmaaldrich.com/product/sigma/h8502#product-documentation
H8502
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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5 G
$115.00
10 G
$176.00
25 G
$268.00
100 G
$912.00
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
Recommended Products
Product Name
Dopamine hydrochloride,
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 a neurotransmitter in the central nervous system.[1] 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.[2]Dopamine is produced and released by the dopaminergic neurons in the substantia nigra that is in the central nervous system.[3] 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.[4] Increased levels of dopamine via the tuberoinfundibular pathway are associated with Schizophrenia, hallucinations, euphoria, and psychosis.[4] A deficiency of dopamine and norepinephrine indicates the neurochemical basis for attention-deficit hyperactivity disorder (ADHD), a pediatric disorder.[5]
Application
Dopamine hydrochloride has been used:
- to study dopamine-mediated transient modulation of the physiological responses in white leg shrimp, Litopenaeus vannamei.[6]
- to study dopamine-mediated changes in immunity susceptibility to Lactococcus garvieae in the freshwater giant prawn, Macrobrachium rosenbergii.[7]
- 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.[8]
- as a substrate of the prophenoloxidase (PPO) cascade reaction in the anti-microbial assay targeting methicillin-resistant staphylococcus aureus (MRSA) in the biofilm phase.[9]
- added exogenously to the culture medium to study its effect on H. contortus female worms.[10]
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
related product
Product No.
Description
Pricing
Signal Word
Warning
Hazard Statements
Precautionary 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
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Saad Latif et al.
Clinica chimica acta; international journal of clinical chemistry, 522, 114-126 (2021-08-15)
Parkinson's disease is a neurodegenerative disease caused by the death of neurons, ie, cells critical to the production of dopamine, an important neurotransmitter in the brain. Here, we present a brief review of the dopamine synthetic pathway, binding to the
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
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)
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)
Localisation of serotonin and dopamine in Haemonchus contortus
Rao VT, et al.
International Journal For Parasitology, 41(2), 249-254 (2011)
Articles
DISCOVER Bioactive Small Molecules for Neuroscience
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How long can it be stored? I found two in our lab, but one at room temperature for years and another one in 10 oC fridge.
1 answer-
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Upon dissolving the H8502 powder, the solution turned dark purple/black. What could be the cause of this discoloration? Can the product still be considered suitable for use?
1 answer-
Regarding the solubility of product H8502, it can be dissolved in alcohol at a concentration of 20 mg/mL or in water (H2O) at 100 mg/mL. It is recommended that solutions be prepared fresh and not stored for long-term use. Preparing aliquots for storage at -20°C or keeping the product in solution at 4-8°C is not advised.
Dopamine, the active component, is sensitive to light and the free base form is particularly prone to oxidation. Solutions with a pH range of 5.4 to 6.8 have been reported to remain stable for a maximum of 48 hours at 25°C, beyond which the solution may darken and become unusable.
Dopamine solutions should not be mixed with alkalis, iron salts, or oxidizing agents, and are known to be incompatible with certain antibiotics, including amphotericin, ampicillin, gentamicin sulfate, and benzylpenicillin.
In the literature, you can find some articles where the stability of this compound is indicated. For example: https://www.ncbi.nlm.nih.gov/pubmed/14651669
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Is this product analytical standard that can be used in LCMSMS to quantify the amount of Dopamine?
1 answer-
Unfortunately, this product is not tested as an analytical standard for use in LCMSMS.
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Can it be stored at -20C
1 answer-
The recommended storage temperature for this product is 2-8°C. In general, powder materials are not affected by freezer storage, however, this item has not been tested under these storage conditions.
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