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Merck

T2879

Tyramine hydrochloride

≥98% (TLC), powder, neuromodulator

Synonym(s):

4-(2-Aminoethyl)phenol hydrochloride, 4-Hydroxyphenethylamine hydrochloride, Tyrosamine hydrochloride

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About This Item

Linear Formula:
HOC6H4CH2CH2NH2 · HCl
CAS Number:
60-19-5
Molecular Weight:
173.64
NACRES:
NA.77
PubChem Substance ID:
24277896
UNSPSC Code:
12352116
EC Number:
200-462-5
MDL number:
MFCD00012901
Beilstein/REAXYS Number:
3627058
Assay:
≥98%
Quality level:
200

Key Documents

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Product Name

Tyramine hydrochloride, ≥98%

InChI

1S/C8H11NO.ClH/c9-6-5-7-1-3-8(10)4-2-7;/h1-4,10H,5-6,9H2;1H

InChI key

RNISDHSYKZAWOK-UHFFFAOYSA-N

SMILES string

Cl[H].NCCc1ccc(O)cc1

assay

≥98%

mp

271-274 °C (lit.)

solubility

H2O: soluble 50 mg/ml, clear, colorless to faintly yellow

Quality Level

200

Gene Information

human ... ADORA2A(135), ADORA2B(136), ADORA3(140)

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Application

Tyramine hydrochloride has been:
  • coinfused with adenosine in control subjects and patients in order to reduce leg blood flow by 50% without affecting arterial blood pressure
  • labelled with fluorescence dyes (Atto 488 and Atto 655) to serve as a substrate for peroxidase in immunofluorescence analysis
  • used in dimethylformamide, labelled with 5-(and-6)carboxyfluorescein, succinimidyl ester/biotin to serve as a substrate for peroxidase in tyramide signal amplification

Biochem/physiol Actions

Can enter catecholaminergic terminals and be released as a false transmitter.
Tyramine is a biogenic amine and a neuromodulator localized to the nervous system. Tyrosine decarboxylase catalysis the formation of tyramine from tyrosine. Tyramine is found to be associated with a number of psychiatric disorders. Tyramine ingestion depletes serotonin, epinephrine and norepinephrine reserves. This results in elevated biological events such as cardiovascular function, blood pressure, glucose production and overall metabolism. It also causes depression, migraine and insomnia. Tyramine is present is several food sources. The process of food fermentation and spoilage increases its tyramine content.

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

T2879-VAR: + T2879-25G: + T2879-BULK: + T2879-100G: + T2879-5G: + T2879-1G: + T2879-10MG:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC3152
BCCB2324
BCBX5865
BCBV8215
BCBR8527V

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Immunostaining Enhancement
Immunohistochemistry: Basics and Methods, 47-59 (2009)
Two functional but noncomplementing Drosophila tyrosine decarboxylase genes distinct roles for neural tyramine and octopamine in female fertility
Cole Shannon H, et al.
Test, 280(15), 14948-14955 (2005)
Urocortin and corticotropin-releasing factor receptor 2 in human renal cell carcinoma: disruption of an endogenous inhibitor of angiogenesis and proliferation
Tezval Hossein, et al.
World Journal of Urology, 27(6), 825-825 (2009)
A trace amine, tyramine, functions as a neuromodulator in Drosophila melanogaster
Nagaya Y, et al.
Neuroscience Letters, 329(3), 324-328 (2002)
Pia Thaning et al.
Diabetes care, 34(5), 1186-1191 (2011-03-31)
Sympathetic vasoconstriction is blunted in contracting human skeletal muscles (functional sympatholysis). In young subjects, infusion of adenosine and ATP increases blood flow, and the latter compound also attenuates α-adrenergic vasoconstriction. In patients with type 2 diabetes and age-matched healthy subjects
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