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(RS)-3-Hydroxyphenylglycine

Group I mGlu agonist CAS# 31932-87-3

(RS)-3-Hydroxyphenylglycine

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Chemical structure

(RS)-3-Hydroxyphenylglycine

3D structure

Chemical Properties of (RS)-3-Hydroxyphenylglycine

Cas No. 31932-87-3 SDF Download SDF
PubChem ID 1217 Appearance Powder
Formula C8H9NO3 M.Wt 167.16
Type of Compound N/A Storage Desiccate at -20°C
Synonyms (<em>RS</em>)-3H-PG
Solubility Soluble to 100 mM in 1eq. NaOH
Chemical Name 2-amino-2-(3-hydroxyphenyl)acetic acid
SMILES C1=CC(=CC(=C1)O)C(C(=O)O)N
Standard InChIKey DQLYTFPAEVJTFM-UHFFFAOYSA-N
Standard InChI InChI=1S/C8H9NO3/c9-7(8(11)12)5-2-1-3-6(10)4-5/h1-4,7,10H,9H2,(H,11,12)
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.

Biological Activity of (RS)-3-Hydroxyphenylglycine

DescriptionAgonist at PI-linked metabotropic glutamate receptors. Separate isomer (S)-3-Hydroxyphenylglycine also available.

(RS)-3-Hydroxyphenylglycine Dilution Calculator

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(RS)-3-Hydroxyphenylglycine Molarity Calculator

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Preparing Stock Solutions of (RS)-3-Hydroxyphenylglycine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.9823 mL 29.9115 mL 59.8229 mL 119.6458 mL 149.5573 mL
5 mM 1.1965 mL 5.9823 mL 11.9646 mL 23.9292 mL 29.9115 mL
10 mM 0.5982 mL 2.9911 mL 5.9823 mL 11.9646 mL 14.9557 mL
50 mM 0.1196 mL 0.5982 mL 1.1965 mL 2.3929 mL 2.9911 mL
100 mM 0.0598 mL 0.2991 mL 0.5982 mL 1.1965 mL 1.4956 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 (RS)-3-Hydroxyphenylglycine

4C3HPG (RS-4-carboxy-3-hydroxyphenylglycine), a weak agonist at metabotropic glutamate receptors, occludes the action of trans-ACPD in hippocampus.[Pubmed:1385184]

Eur J Pharmacol. 1992 Oct 20;221(2-3):401-2.

The determination of the physiological role of glutamatergic metabotropic actions has been hampered by the lack of potent and specific antagonists. It has recently been reported that 4C3HPG (RS-4-carboxy-3-hydroxyphenylglycine) can antagonize metabotropic responses in the central nervous system. The effects of 4C3HPG on metabotropic responses evoked by trans-ACPD were investigated in CA3 pyramidal cells in hippocampal slice cultures. Our results show that in hippocampus 4C3HPG fails to antagonize responses mediated by metabotropic glutamate receptors.

Phenylglycine derivatives as new pharmacological tools for investigating the role of metabotropic glutamate receptors in the central nervous system.[Pubmed:7680790]

Neuroscience. 1993 Feb;52(3):481-8.

The possible roles of G-protein coupled metabotropic glutamate receptors in central nervous function are currently the focus of intensive investigation. The complexity of effects produced by agonists at these receptors probably reflects the activity of a range of sub-types. The metabotropic glutamate receptors first described are linked to phospholipase C, mediating phosphoinositide hydrolysis and release of Ca2+ from intracellular stores. A substance generally considered to be a selective agonist for these receptors is (1S,3R)-1-aminocyclopentane-1,3-dicarboxylic acid (ACPD). This substance not only stimulates phosphoinositide hydrolysis, but also inhibits cyclic AMP formation. A family of metabotropic glutamate receptors, incorporating both phospholipase C- and adenylcyclase-linked sub-types has been cloned. Various effects of metabotropic glutamate receptor agonists on membrane ion fluxes and synaptic events have been reported, including neuronal depolarization and/or excitation, hyperpolarization, inhibition of Ca(2+)-dependent and voltage-gated K+ currents, potentiation of N-methyl-D-aspartate-induced responses, depression of synaptic excitation and either induction or augmentation of long-term potentiation. To clarify the role of metabotropic glutamate receptors in central nervous activity and to aid the characterization of the various receptor types that may be involved, a range of highly selective agonists and antagonists is required. To date, currently available antagonists such as L-2-amino-3-phosphonopropionate and L-aspartic acid-beta-hydroxamate appear to be unselective and insufficiently potent. We report here the actions of three phenylglycine derivatives, the particular agonist and/or antagonist properties of which may help to elucidate the roles of metabotropic glutamate receptors in central nervous activity.(ABSTRACT TRUNCATED AT 250 WORDS)

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