(R,S)-3,5-DHPG

(HB0026)
Technical documents: SDS CoA Datasheet
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Product overview

Name (R,S)-3,5-DHPG
Alternative names (RS)-3,5-Dihydroxyphenylglycine
Purity >99%
Customer comments

Getting on well with DHPG & picrotoxin – they do what they’re supposed to! Professor Bruno Frenguelli, University of Warwick, UK

Description Selective group I (mGluR1 / mGluR5) agonist
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Images

(R,S)-3,5-DHPG: Scientist Approved
(R,S)-3,5-DHPG product vial image | Hello Bio

Biological Data

Biological description

(R,S)-3,5-DHPG is a selective group I mGluR (mGluR1 / mGluR5) agonist.


(R,S)-3,5-DHPG stimulates phospholipase C (PLC) response and inhibits phospholipase D (PLD) response.

(R,S)-3,5-DHPG also induces LTD in the hippocampus.


The active enantiomer of DHPG: (S)-3,5-DHPG is also available.

Solubility & Handling

Storage instructions -20°C (desiccate). Protect from light.
Solubility overview Soluble in water (10mM)
Handling

The compound is of high purity, however it is air sensitive and light promoted oxidation may cause slight discoloration of the compound. Product performance should not be affected, and this decolourisation can be ignored.


It has been shown that this compound rapidly decomposes when dissolved in alkaline solution. We therefore recommend that you store the solid material at -20°C and protect from light. The compound should be stable for a least 6 months.


When possible, you should make up solutions and use immediately. If storage of solutions is required, you should aliquot out the solution into tightly sealed vials and store at -20°C and store these for up to one month. Allow the product to equilibrate to RT for at least one hour before opening and using.

Important This product is for RESEARCH USE ONLY and is not intended for therapeutic or diagnostic use. Not for human or veterinary use.

Calculators

Molarity

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Dilution

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Chemical Data

Purity >99%
Chemical name (RS)-3,5-Dihydroxyphenylglycine
Molecular Weight 183.16
Chemical structure (R,S)-3,5-DHPG  [146255-66-5] Chemical Structure
Molecular Formula C8H9NO4
CAS Number 146255-66-5
PubChem identifier 108001
SMILES C1=C(C=C(C=C1O)O)C(C(=O)O)N
Source Synthetic
InChi InChI=1S/C8H9NO4/c9-7(8(12)13)4-1-5(10)3-6(11)2-4/h1-3,7,10-11H,9H2,(H,12,13)
InChiKey HOOWCUZPEFNHDT-UHFFFAOYSA-N
Appearance White solid

References for (R,S)-3,5-DHPG

References are publications that support the biological activity of the product
  • Interaction of DHPG-LTD and synaptic-LTD at senescent CA3-CA1 hippocampal synapses.

    Kumar A et al (2014) Hippocampus 24(4) : 466-75.
  • The group I mGlu receptor agonist DHPG induces a novel form of LTD in the CA1 region of the hippocampus.

    Palmer MJ et al (1997) Neuropharmacology 36(11-12) : 1517-32.
  • Pharmacological characterization of metabotropic glutamate receptors coupled to phospholipase D in the rat hippocampus.

    Pellegrini-Giampietro DE et al (1996) Br J Pharmacol 118(4) : 1035-43.

3 Item(s)

Publications
These publications cite the use of (R,S)-3,5-DHPG purchased from Hello Bio:
  • Probing the ionotropic activity of glutamate GluD2 receptor in HEK cells with genetically-engineered photopharmacology

    Lemoine et al (2020) Elife 9: : e59026
    PubMedID: 33112237
  • Linking NMDA Receptor Synaptic Retention to Synaptic Plasticity and Cognition.

    Franchini et al. (2019) iScience 19 : 927-939
    PubMedID: 31518901
  • Investigation into the role of the RNA methyltransferase NSun2 in neuroplasticity regulation

    George, H. (2019) University of Bath Thesis : 1-230
  • The Probability of Neurotransmitter Release Governs AMPA Receptor Trafficking via Activity-Dependent Regulation of mGluR1 Surface Expression.

    Sanderson et al (2018) Cell Rep. 25(13) : 3631-3646
    PubMedID: 30590038
  • mGluR-LTD at Excitatory and Inhibitory Synapses in the Lateral Habenula Tunes Neuronal Output.

    Valentinova and Mameli (2016) Cell Rep 16(9) : 2298-307
    PubMedID: 27545888

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