(S)-3,5-DHPG

(HB0045)
Technical documents: SDS CoA Datasheet

Product overview

Name (S)-3,5-DHPG
Description Selective group I mGlu receptor agonist. Induces LTD.
Purity >99%
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Images

Gamma-frequency oscillations recorded in CA3 region of rat in vitro hippocampal slice preparation.
(S)-3,5-DHPG: Scientist Approved
(S)-3,5-DHPG vial

Biological Data

Biological description

(S)-3,5-DHPG is a widely used selective group I mGlu receptor agonist (EC50 values are 2 and 6.6 µM at mGlu5 and mGlu1, 106 µM at mGlu3 and >1000 µM at mGlu2,4,7,8 receptors respectively).


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


(S)-3,5-DHPG induces long term depression (LTD) (mGluR/DHPG-LTD). DHPG-LTD can temporarily be reversed by other mGluR antagonists such as (S)-MCPG.


The CaMKII inhibitor KN-62 has also been shown to facilitate DHPG-LTD and (S)-3,5-DHPG-induced LTD is thought to involve rapid protein synthesis which can be antagonized by the protein synthesis inhibitor anisomycin.


(S)-3,5-DHPG is active in vivo and shows a variety of biological actions.

Application notes

Figure 1: Gamma-frequency oscillations recorded in CA3 region of rat in vitro hippocampal slice preparation.

 

Increase in gamma frequency oscillatory activity (dark blue) following (S)-3,5-DHPG application. Under control conditions there is no gamma activity (light blue). 

Data kindly provided by Neurexpert

Solubility & Handling

Storage instructions -20°C (desiccate). Protect from light.
Solubility overview Soluble in water (50mM)
Handling continued..

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

Chemical name (S)-3,5-Dihydroxyphenylglycine
Molecular Weight 183.16
Chemical structure (S)-3,5-DHPG  [162870-29-3] Chemical Structure
Molecular Formula C8H9NO4
CAS Number 162870-29-3
PubChem identifier 443586
SMILES C1=C(C=C(C=C1O)O)[C@@H](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)/t7-/m0/s1
InChiKey HOOWCUZPEFNHDT-ZETCQYMHSA-N
MDL number MFCD11044457
Appearance White solid

References for (S)-3,5-DHPG

References are publications that support the biological activity of the product
  • Face-washing behavior induced by the group I metabotropic glutamate receptor agonist (S)-3,5-DHPG in mice is mediated by mGlu1 receptor.

    Hikichi H et al (2008) Eur J Pharmacol 586(1-3) : 212-6.
  • Behavioral and convulsant effects of the (S) enantiomer of the group I metabotropic glutamate receptor agonist 3,5-DHPG in mice.

    Barton ME et al (2005) Neuropharmacology 48(6) : 779-87.
  • (S)-3,5-DHPG: a review.

    Wiśniewski K et al (2002) CNS Drug Rev 8(1) : 101-16.
Publications
These publications cite the use of (S)-3,5-DHPG purchased from Hello Bio:
  • Serotonin 5-HT7 receptors require cyclin-dependent kinase 5 to rescue hippocampal synaptic plasticity in a mouse model of Fragile X Syndrome

    Costa et al (2021) Eur J Neurosci. 5 : doi:10.1111/ejn.15246
    PubMedID: 33949019
  • Chemical LTD, but not LTP, induces transient accumulation of gelsolin in dendritic spines.

    Hlushchenko and Hotulainen (2019) Biol Chem : doi: 10.1515/hsz-2019-0110.
    PubMedID: 31280237
  • Mechanisms of synaptic zinc plasticity at mouse dorsal cochlear nucleus glutamatergic synapses

    Tzounopoulos and Vogler (2018) bioRxiv doi : https://doi.org/10.1101/320671
  • Activation of Serotonin 5-HT7 Receptors Modulates Hippocampal Synaptic Plasticity by Stimulation of Adenylate Cyclases and Rescues Learning and Behavior in a Mouse Model of Fragile X Syndrome.

    Costa et al (2018) Front Mol Neurosci. 11:353 : doi: 10.3389/fnmol.2018.00353
    PubMedID: 30333723

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