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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

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM6821
BCCK6797
BCCH9984
BCCC3152
BCCB2324

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Eighteen Steps to a Healthy Life, 167-167 (2014)
Sepideh Saghati et al.
BMC research notes, 14(1), 384-384 (2021-09-30)
We aimed to detect the effect of a couple of parameters including Alg, H2O2, and HRP concentrations on the gelation time of Alg-based hydrogels using an enzymatic cross-linked procedure. NMR, UV-Vis, and ATR-FTIR analyses confirmed the conjugation of Ph to
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)
A trace amine, tyramine, functions as a neuromodulator in Drosophila melanogaster
Nagaya Y, et al.
Neuroscience Letters, 329(3), 324-328 (2002)
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