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(S)-3-Hydroxyphenylglycine ((S)-3HPG)

Cat No.:V70637 Purity: ≥98%
(S)-3-Hydroxyphenylglycine ((S)-3HPG) is a potent mGluR1 agonist without effect at mGlu2 or mGlu4.
(S)-3-Hydroxyphenylglycine ((S)-3HPG)
(S)-3-Hydroxyphenylglycine ((S)-3HPG) Chemical Structure CAS No.: 71301-82-1
Product category: mGluR
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
25mg
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Other Forms of (S)-3-Hydroxyphenylglycine ((S)-3HPG):

  • (Rac)-3-Hydroxyphenylglycine (3HPG)
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Top Publications Citing lnvivochem Products
Product Description
(S)-3-Hydroxyphenylglycine ((S)-3HPG) is a potent mGluR1 agonist without effect at mGlu2 or mGlu4.
(S)-3-Hydroxyphenylglycine ((S)-3HPG) is a potent and selective agonist at the metabotropic glutamate receptor 1 (mGluR1). It is a group I mGluR agonist that has no effect at mGluR2 or mGluR4. This compound is used as a research tool to study mGluR1-mediated signaling pathways and its role in synaptic plasticity, learning, and memory.
Biological Activity I Assay Protocols (From Reference)
Targets
mGluR1 (metabotropic glutamate receptor 1).
ln Vitro
(S)-3-Hydroxyphenylglycine acts as a potent agonist at mGluR1. Its selectivity for mGluR1 over other mGluR subtypes, such as mGluR2 and mGluR4, makes it a valuable tool for specifically activating mGluR1-mediated signaling without confounding effects from other receptors. This selectivity is critical for dissecting the unique physiological roles of mGluR1.
ln Vivo
As an mGluR1 agonist, (S)-3HPG is used to study the in vivo effects of activating this receptor. Its administration can help elucidate the role of mGluR1 in various neurological processes, including motor control, pain perception, and cognition. Its effects are typically studied in rodent models following direct CNS administration.
Enzyme Assay
In vitro receptor binding assays are performed to determine the affinity and selectivity of (S)-3HPG for mGluR1. Radioligand binding studies using membrane preparations from cells expressing the receptor are conducted. The compound's ability to displace a specific radiolabeled ligand from mGluR1 is measured to calculate its binding affinity.
Cell Assay
Cells expressing recombinant mGluR1 are treated with (S)-3HPG, and receptor activation is measured by assessing downstream signaling events such as phosphoinositide (PI) hydrolysis or calcium mobilization. The concentration-response curve is generated to determine the compound's potency (EC50) at mGluR1. Its lack of effect at mGluR2 and mGluR4 is confirmed in parallel assays.
Animal Protocol
In vivo studies are conducted in rodent models to investigate the role of mGluR1 in behavior and physiology. Due to its polar nature, (S)-3HPG is often administered directly into the brain via intracerebroventricular (i.c.v.) or local brain injection. Its effects on motor function, nociception, and learning and memory are evaluated to understand mGluR1 function.
ADME/Pharmacokinetics
No detailed pharmacokinetic data are publicly available for (S)-3HPG. As a polar amino acid derivative, it is unlikely to have favorable oral bioavailability or significant blood-brain barrier penetration. For research purposes, it is typically administered via parenteral routes, and its disposition in the brain is a key consideration.
Toxicity/Toxicokinetics
No specific toxicity data are publicly available. As a selective mGluR1 agonist, its potential toxicity would be related to overstimulation of mGluR1, which could lead to excitotoxicity or other CNS-related side effects. Standard safety precautions should be followed when handling this research compound.
References
[1]. Y Hayashi, et al. Analysis of agonist and antagonist activities of phenylglycine derivatives for different cloned metabotropic glutamate receptor subtypes. J Neurosci. 1994 May;14(5 Pt 2):3370-7.
[2]. Birse EF, et al. Phenylglycine derivatives as new pharmacological tools for investigating the role of metabotropic glutamate receptors in the central nervous system. Neuroscience. 1993 Feb;52(3):481-8.
Additional Infomation
(S)-3-Hydroxyphenylglycine is a valuable tool for studying mGluR1 function due to its potent and selective agonist activity. Its lack of activity at mGluR2 and mGluR4 allows for specific interrogation of mGluR1-mediated pathways. It is not approved for clinical use and is exclusively for preclinical research. It is often compared with (RS)-3HPG, which is less selective.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C8H9NO3
Molecular Weight
167.16
Exact Mass
167.058
CAS #
71301-82-1
Related CAS #
(Rac)-3-Hydroxyphenylglycine;31932-87-3
PubChem CID
6604712
Appearance
Typically exists as solid at room temperature
Density
1.4±0.1 g/cm3
Boiling Point
382.6±32.0 °C at 760 mmHg
Flash Point
185.2±25.1 °C
Vapour Pressure
0.0±0.9 mmHg at 25°C
Index of Refraction
1.633
LogP
0.2
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Heavy Atom Count
12
Complexity
172
Defined Atom Stereocenter Count
1
SMILES
OC1=CC=CC(=C1)[C@@H](C(=O)O)N
InChi Key
DQLYTFPAEVJTFM-ZETCQYMHSA-N
InChi Code
InChI=1S/C8H9NO3/c9-7(8(11)12)5-2-1-3-6(10)4-5/h1-4,7,10H,9H2,(H,11,12)/t7-/m0/s1
Chemical Name
(2S)-2-amino-2-(3-hydroxyphenyl)acetic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.9823 mL 29.9115 mL 59.8229 mL
5 mM 1.1965 mL 5.9823 mL 11.9646 mL
10 mM 0.5982 mL 2.9911 mL 5.9823 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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