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(R,S)-3,5-DHPG

(HB0026)
Technical documents: SDS CoA Datasheet

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:
  • GRID1/GluD1 homozygous variants linked to intellectual disability and spastic paraplegia impair mGlu1/5 receptor signaling and excitatory synapses

    Ung et al (2022) medRxiv : https://doi.org/10.1101/2022.05.16.22274994
  • Dendritic autophagy degrades postsynaptic proteins and is required for long-term synaptic depression in mice

    Kallergi E et al (2022) Nat Commun 13(1) : 680
    PubMedID: 35115539
  • mGlu1-mediated restoration of prefrontal cortex inhibitory signaling reverses social and cognitive deficits in an NMDA hypofunction model in mice

    Luessen DJ et al (2022) Neuropsychopharmacology 47(10) : 1826-1835
    PubMedID: 35643819
  • Ketamine induces opposite changes in AMPA receptor calcium permeability in the ventral tegmental area and nucleus accumbens

    Skiteva O et al (2021) Transl Psychiatry 11(1) : 530
    PubMedID: 34650029
  • Long-term synaptic depression triggers local biogenesis of autophagic vesicles in dendrites and requires autophagic degradation

    Kallergi et al. (2020) bioRxiv preprint : 1-46

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