(S)-3,5-DHPG

(HB0045)

Product overview

  • Name
    (S)-3,5-DHPG
  • Short description
    Selective group I mGlu receptor agonist. Induces LTD.
  • 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.

  • Biological action
    Agonist
  • Purity
    >99%
  • Our products in action

Images

Properties

  • Chemical name
    (S)-3,5-Dihydroxyphenylglycine
  • Molecular Weight
    183.16
  • Chemical structure
    (S)-3,5-DHPG  [162870-29-3]
  • 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

Applications

  • 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

Storing and Using Your Product

  • Storage instructions
    -20°C (desiccate)
  • Solubility overview
    Soluble in water (50mM)
  • Important
    This product is for RESEARCH USE ONLY and is not intended for therapeutic or diagnostic use. Not for human or veterinary use.

References for (S)-3,5-DHPG

  • 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.
    PubMedID: 15829250
  • 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.
    PubMedID: 18378225
  • (S)-3,5-DHPG: a review.

    Wiśniewski K et al (2002) CNS Drug Rev 8(1) : 101-16.
    PubMedID: 12070529