Catalog Number: 0805
Chemical Name: (S)-3,5-Dihydroxyphenylglycine
Biological Activity
Selective group I mGlu receptor agonist.

Available as part of the Group I mGlu Receptor Tocriset™ and Mixed mGlu Receptor Tocriset™. Racemate also available.

Technical Data
  • M.Wt:
    183.16
  • Formula:
    C8H9NO4
  • Solubility:
    Soluble to 50 mM in water
  • Purity:
    >98%
  • Storage:
    Desiccate at -20°C
  • CAS No:
    162870-29-3
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis. All Tocris products are intended for laboratory research use only.
Additional Information
Other Product-Specific Information:
Background References
  1. Synthesis of S-[3-(4(5)-imidazolyl)propyl]-N-[2-(4-[125I]-iodophenylethyl]isothiourea sulfate [125I]-iodophenpropit), a new probe for histamine H3 receptor binding sites.
    Menge et al.
    J.Labelled Comp.Radiopharm. XXXI, 1992;10:781
  2. Structure-activity relationships of new agonists and antagonists of different metabotropic glutamate receptor subtypes.
    Sekiyama et al.
    Br. J. Pharmacol., 1996;117:1493
  3. 3,5-Dihydroxyphenylglycine is a highly selective agonist for phosphoinositide-linked metabotropic glutamate receptors in the rat hippocampus.
    Schoepp et al.
    J.Neurochem., 1994;63:769
  4. (S)-3,5-DHPG: a review.
    Wisniewski and Car
    CNS Drug Rev., 2002;8:101
Citations:

The citations listed below are publications that use Tocris products. Selected citations for (S)-3,5-DHPG include:

25 Citations: Showing 1 - 10
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  1. Single-Molecule Imaging of PSD-95 mRNA Translation in Dendrites and Its Dysregulation in a Mouse Model of Fragile X Syndrome.
    Authors: Ifrim Et al.
    PLoS One 2015;35:7116
  2. Homer protein-metabotropic glutamate receptor binding regulates endocannabinoid signaling and affects hyperexcitability in a mouse model of fragile X syndrome.
    Authors: Tang and Alger
    J Neurosci 2015;35:3938
  3. Stimulation-evoked Ca2+ signals in astrocytic processes at hippocampal CA3-CA1 synapses of adult mice are modulated by glutamate and ATP.
    Authors: Tang Et al.
    J Neurosci 2015;35:3016
  4. Inhibition of Group I Metabotropic Glutamate Receptors Reverses Autistic-Like Phenotypes Caused by Deficiency of the Translation Repressor eIF4E Binding Protein 2.
    Authors: Aguilar-Valles Et al.
    Neuropharmacology 2015;35:11125
  5. A Low Affinity GCaMP3 Variant (GCaMPer) for Imaging the Endoplasmic Reticulum Calcium Store.
    Authors: Henderson Et al.
    J Neurosci 2015;10:e0139273
  6. Modulation of neuronal microcircuit activities within the medial prefrontal cortex by mGluR5 positive allosteric modulator.
    Authors: Pollard Et al.
    J Psychopharmacol 2014;28:935
  7. Group I metabotropic glutamate receptor mediated dynamic immune dysfunction in children with fragile X syndrome.
    Authors: Careaga Et al.
    J Neuroinflammation 2014;11:110
  8. The role of metabotropic glutamate receptor 5 on the stromal cell-derived factor-1/CXCR4 system in oral cancer.
    Authors: Kuribayashi Et al.
    J Biol Chem 2013;8:e80773
  9. Hippocampal Gαq/11 but not Gαo-coupled receptors are altered in aging.
    Authors: McQuail Et al.
    PLoS One 2013;70:63
  10. Haploinsufficiency of Cyfip1 produces fragile X-like phenotypes in mice.
    Authors: Bozdagi Et al.
    J Neurosci 2012;7:e42422
  11. Characterization of a truncated metabotropic glutamate receptor in a primitive metazoan, the parasitic flatworm Schistosoma mansoni.
    Authors: Taman and Ribeiro
    PLoS One 2011;6:e27119
  12. Ictal activity induced by group I metabotropic glutamate receptor activation and loss of afterhyperpolarizations.
    Authors: Pan Et al.
    Neuropharmacology 2010;59:86
  13. The scaffold protein NHERF2 determines the coupling of P2Y1 nucleotide and mGluR5 glutamate receptor to different ion channels in neurons.
    Authors: Filippov Et al.
    Mol Pharmacol 2010;30:11068
  14. Kisspeptin directly excites anorexigenic proopiomelanocortin neurons but inhibits orexigenic neuropeptide Y cells by an indirect synaptic mechanism.
    Authors: Fu and Pol
    J Neurosci 2010;30:10205
  15. FMRP mediates mGluR5-dependent translation of amyloid precursor protein.
    Authors: Westmark and Malter
    PLoS Biol 2007;5:e52
  16. Calpain-mediated mGluR1alpha truncation: a key step in excitotoxicity.
    Authors: Xu Et al.
    Neuron 2007;53:399
  17. Potent and specific action of the mGlu1 antagonists YM-298198 and JNJ16259685 on synaptic transmission in rat cerebellar slices.
    Authors: Fukunaga Et al.
    Br J Pharmacol 2007;151:870
  18. Fragile X mental retardation protein deficiency leads to excessive mGluR5-dependent internalization of AMPA receptors.
    Authors: Nakamoto Et al.
    Proc Natl Acad Sci U S A 2007;104:15537
  19. High sensitivity to neuromodulator-activated signaling pathways at physiological [K+] of confocally imaged respiratory center neurons in on-line-calibrated newborn rat brainstem slices.
    Authors: Ruangkittisakul Et al.
    J Neurosci 2006;26:11870
  20. Blockade of mGluR1 receptor results in analgesia and disruption of motor and cognitive performances: effects of A-841720, a novel non-competitive mGluR1 receptor antagonist.
    Authors: El-Kouhen Et al.
    Br J Pharmacol 2006;149:761
  21. Ancestral reconstruction of the ligand-binding pocket of Family C G protein-coupled receptors.
    Authors: Kuang Et al.
    J Neurosci 2006;103:14050
  22. Stimulation of endocannabinoid formation in brain slice cultures through activation of group I metabotropic glutamate receptors.
    Authors: Jung Et al.
    Proc Natl Acad Sci U S A 2005;68:1196
  23. Signaling microdomains regulate inositol 1,4,5-trisphosphate-mediated intracellular calcium transients in cultured neurons.
    Authors: Jacob Et al.
    Proc Natl Acad Sci U S A 2005;25:2853
  24. Activity-dependent expression of inositol 1,4,5-trisphosphate receptor type 1 in hippocampal neurons.
    Authors: Cai Et al.
    PLoS One 2004;279:23691
  25. Dopamine controls the firing pattern of dopamine neurons via a network feedback mechanism.
    Authors: Paladini Et al.
    Sci Rep 2003;100:2866
Expand to show all 25 Citations
Tocris Small Molecules
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(RS)-3,5-DHPG

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