Tyramine

CAS# 51-67-2

Tyramine

2D Structure

Catalog No. BCN6776----Order now to get a substantial discount!

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3D structure

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Tyramine

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Chemical Properties of Tyramine

Cas No. 51-67-2 SDF Download SDF
PubChem ID 5610 Appearance Powder
Formula C8H11NO M.Wt 137.18
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 4-(2-aminoethyl)phenol
SMILES C1=CC(=CC=C1CCN)O
Standard InChIKey DZGWFCGJZKJUFP-UHFFFAOYSA-N
Standard InChI InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Tyramine

The herbs of Uncaria rhynchophylla

Biological Activity of Tyramine

DescriptionTyramine is a major mutagen precursor in soy sauce, being convertible to a mutagen by nitrite; it is the biological precursor of octopamine, both compounds are independent neurotransmitters, acting through various G-protein coupled receptors, they are antagonistic modulators of behavior and metabolism.
TargetsG-protein coupled receptors
In vivo

Tyramine Functions independently of octopamine in the Caenorhabditis elegans nervous system.[Reference: WebLink]

Neuron, 2005 ,46 (2) :247-60.

Octopamine biosynthesis requires tyrosine decarboxylase to convert tyrosine into Tyramine and Tyramine beta-hydroxylase to convert Tyramine into octopamine.
METHODS AND RESULTS:
We identified and characterized a Caenorhabditis elegans tyrosine decarboxylase gene, tdc-1, and a Tyramine beta-hydroxylase gene, tbh-1. The TBH-1 protein is expressed in a subset of TDC-1-expressing cells, indicating that C. elegans has Tyraminergic cells that are distinct from its octopaminergic cells. tdc-1 mutants have behavioral defects not shared by tbh-1 mutants. We show that Tyramine plays a specific role in the inhibition of egg laying, the modulation of reversal behavior, and the suppression of head oscillations in response to anterior touch. We propose a model for the neural circuit that coordinates locomotion and head oscillations in response to anterior touch.
CONCLUSIONS:
Our findings establish Tyramine as a neurotransmitter in C. elegans, and we suggest that Tyramine is a genuine neurotransmitter in other invertebrates and possibly in vertebrates as well.

Protocol of Tyramine

Kinase Assay

Tyramine and octopamine: antagonistic modulators of behavior and metabolism.[Pubmed: 12942511 ]

Arch Insect Biochem Physiol. 2003 Sep;54(1):1-13.

The phenolamines Tyramine and octopamine are decarboxylation products of the amino acid tyrosine.
METHODS AND RESULTS:
Although Tyramine is the biological precursor of octopamine, both compounds are independent neurotransmitters, acting through various G-protein coupled receptors. Especially, octopamine modulates a plethora of behaviors, peripheral and sense organs. Both compounds are believed to be homologues of their vertebrate counterparts adrenaline and noradrenaline. They modulate behaviors and organs in a coordinated way, which allows the insects to respond to external stimuli with a fine tuned adequate response.
CONCLUSIONS:
As these two phenolamines are the only biogenic amines whose physiological significance is restricted to invertebrates, the attention of pharmacologists was focused on the corresponding receptors, which are still believed to represent promising targets for new insecticides. Recent progress made on all levels of octopamine/Tyramine research enabled us to better understand the molecular events underlying the control of complex behaviors.

Structure Identification
Gan. 1984 Jan;75(1):1-3.

Tyramine is a major mutagen precursor in soy sauce, being convertible to a mutagen by nitrite.[Pubmed: 6373470]

Tyramine was identified as a new mutagen precursor in Japanese soy sauce, becoming mutagenic after treatment with nitrite under acidic conditions. The mutagenic compound was identified as 4-(2-aminoethyl)-6-diazo-2,4- cyclohexadienone , and its specific mutagenic activity was 112 revertants/micrograms towards Salmonella typhimurium TA100 without S9 mix.

Tyramine Dilution Calculator

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Tyramine Molarity Calculator

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Preparing Stock Solutions of Tyramine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 7.2897 mL 36.4485 mL 72.8969 mL 145.7938 mL 182.2423 mL
5 mM 1.4579 mL 7.2897 mL 14.5794 mL 29.1588 mL 36.4485 mL
10 mM 0.729 mL 3.6448 mL 7.2897 mL 14.5794 mL 18.2242 mL
50 mM 0.1458 mL 0.729 mL 1.4579 mL 2.9159 mL 3.6448 mL
100 mM 0.0729 mL 0.3645 mL 0.729 mL 1.4579 mL 1.8224 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Tyramine

Tyramine and octopamine: antagonistic modulators of behavior and metabolism.[Pubmed:12942511]

Arch Insect Biochem Physiol. 2003 Sep;54(1):1-13.

The phenolamines Tyramine and octopamine are decarboxylation products of the amino acid tyrosine. Although Tyramine is the biological precursor of octopamine, both compounds are independent neurotransmitters, acting through various G-protein coupled receptors. Especially, octopamine modulates a plethora of behaviors, peripheral and sense organs. Both compounds are believed to be homologues of their vertebrate counterparts adrenaline and noradrenaline. They modulate behaviors and organs in a coordinated way, which allows the insects to respond to external stimuli with a fine tuned adequate response. As these two phenolamines are the only biogenic amines whose physiological significance is restricted to invertebrates, the attention of pharmacologists was focused on the corresponding receptors, which are still believed to represent promising targets for new insecticides. Recent progress made on all levels of octopamine/Tyramine research enabled us to better understand the molecular events underlying the control of complex behaviors.

Tyramine is a major mutagen precursor in soy sauce, being convertible to a mutagen by nitrite.[Pubmed:6373470]

Gan. 1984 Jan;75(1):1-3.

Tyramine was identified as a new mutagen precursor in Japanese soy sauce, becoming mutagenic after treatment with nitrite under acidic conditions. The mutagenic compound was identified as 4-(2-aminoethyl)-6-diazo-2,4- cyclohexadienone , and its specific mutagenic activity was 112 revertants/micrograms towards Salmonella typhimurium TA100 without S9 mix.

Description

Tyramine is an indirectly acting sympathomimetic amine that releases norepinephrine from presynaptic nerve terminals.

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