Home / Group I mGluR Agonists / (S)-3,5-DHPG

(S)-3,5-DHPG

Catalog #: 0805
40 Citations Datasheet / COA / SDS
Catalog # Availability Size / Price Qty
0805/5
0805/10
(S)-3,5-DHPG | CAS No. 162870-29-3 | Group I mGluR Agonists
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Description: Selective group I mGlu agonist; active enantiomer of 3,5-DHPG (Cat. No. 0342)

Chemical Name: (S)-3,5-Dihydroxyphenylglycine

Purity: ≥98%

Product Details
Citations (40)
Supplemental Products
Reviews
Biological Activity Technical Data Additional Information Background Product Datasheets Calculators

Biological Activity

(S)-3,5-DHPG is a selective group I mGlu receptor agonist. (S)-3,5-DHPG regulates the expression of microRNAs in mouse cerebral cortex in vivo. (S)-3,5-DHPG induces a profound depression of synaptic dopamine release in mouse cortico-striatal cells in vitro, and anxiety-like behavior in vivo in mice.

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.
Tocris products are intended for laboratory research use only, unless stated otherwise.

Additional Information

Other Product-Specific Information:

Background References

  1. Glutamate induces the elongation of early dendritic protrusions via mGluRs in wild type mice, but not in fragile X mice.
    Cruz-Martin A, Crespo M, Portera-Cailliau C
    PLoS ONE, 2012;7(2):e32446.
  2. Social deprivation enhances VTA synaptic plasticity and drug-induced contextual learning.

    Neuron, 2013;77(2):335-45.
  3. Actinin-4 Governs Dendritic Spine Dynamics and Promotes Their Remodeling by Metabotropic Glutamate Receptors.
    Kalinowska M, Chavez A, Lutzu S, Castillo P, Bukauskas F, Francesconi A
    J Biol Chem, 2015;290(26):15909-20.
  4. High-throughput genotoxicity assay identifies antioxidants as inducers of DNA damage response and cell death.
    Fox JT, Sakamuru S, Huang R
    Proc. Natl. Acad. Sci. U.S.A., 2012;109(14):5423-8.
  5. Olanzapine: preclinical and clinical profiles of a novel antipsychotic agent.
    Tollefson and Taylor
    CNS Drug Reviews, 2000;6:303
  6. Structure-activity relationships of new agonists and antagonists of different metabotropic glutamate receptor subtypes.
    Sekiyama et al.
    Br.J.Pharmacol., 1996;117:1493
  7. 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
  8. (S)-3,5-DHPG: a review.
    Wisniewski and Car
    CNS Drug Rev., 2002;8:101
  9. Enzymatic resolution and pharmacological activity of the enantiomers of 3,5-dihydroxyphenylglycine, a metabotropic glutamate receptor agonist.
    Baker et al.
    Bioorg.Med.Chem.Lett., 1995;5:223
  10. Effect of (S)-3,5-DHPG on microRNA expression in mouse brain.
    Lusardi et al.
    Exp.Neurol., 2012;235:497
  11. Long-term depression of striatal DA release induced by mGluRs via sustained hyperactivity of local cholinergic interneurons.
    Mercuri et al.
    Front Cell Neurosci., 2021;15:798464

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Citations for (S)-3,5-DHPG

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

40 Citations: Showing 1 - 10

  1. Long-term depression of striatal DA release induced by mGluRs via sustained hyperactivity of local cholinergic interneurons.
    Authors: Mercuri Et al.
    Front Cell Neurosci.  2021;15:798464
  2. Differential Regulation of Syngap1 Translation by FMRP Modulates eEF2 Mediated Response on NMDAR Activity.
    Authors: Paul Et al.
    Front Mol Neurosci  2019;12:97
  3. A group I metabotropic glutamate receptor controls synaptic gain between rods and rod bipolar cells in the mouse retina.
    Authors: Hellmer Et al.
    Physiol Rep  2018;6:e13885
  4. JIP1-Mediated JNK Activation Negatively Regulates Synaptic Plasticity and Spatial Memory.
    Authors: Morel Et al.
    J Neurosci  2018;38:3708
  5. Group I metabotropic glutamate receptors generate two types of intrinsic membrane oscillations in hippocampal oriens/alveus interneurons.
    Authors: Govindaiah
    Neuropharmacology  2018;139:150
  6. LTP at Hilar Mossy Cell-Dentate Granule Cell Synapses Modulates Dentate Gyrus Output by Increasing Excitation/Inhibition Balance.
    Authors: Hashimotodani Et al.
    Neuron  2017;95:928
  7. A novel crosstalk within the endocannabinoid system controls GABA transmission in the striatum.
    Authors: Musella
    Sci Rep  2017;7(1):7363
  8. Mechanisms of tau and Aβ-induced excitotoxicity.
    Authors: Pallo Et al.
    Brain Res  2016;1634:119
  9. 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
  10. 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
  11. 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
  12. 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
  13. A Low Affinity GCaMP3 Variant (GCaMPer) for Imaging the Endoplasmic Reticulum Calcium Store.
    Authors: Henderson Et al.
    J Neurosci  2015;10:e0139273
  14. Modulation of neuronal microcircuit activities within the medial prefrontal cortex by mGluR5 positive allosteric modulator.
    Authors: Pollard Et al.
    J Psychopharmacol  2014;28:935
  15. Group I metabotropic glutamate receptor mediated dynamic immune dysfunction in children with fragile X syndrome.
    Authors: Careaga Et al.
    J Neuroinflammation  2014;11:110
  16. BDNF-endocannabinoid interactions at neocortical inhibitory synapses require phospholipase C signaling.
    Authors: Zhao
    J Neurophysiol  2014;111:1008
  17. 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
  18. Membrane potential measurements of isolated neurons using a voltage-sensitive dye.
    Authors: Fairless Et al.
    PLoS One  2013;8:e58260
  19. Hippocampal Gαq/11 but not Gαo-coupled receptors are altered in aging.
    Authors: McQuail Et al.
    PLoS One  2013;70:63
  20. Haploinsufficiency of Cyfip1 produces fragile X-like phenotypes in mice.
    Authors: Bozdagi Et al.
    J Neurosci  2012;7:e42422
  21. Activation of type 5 metabotropic glutamate receptors and diacylglycerol lipase-α initiates 2-arachidonoylglycerol formation and endocannabinoid-mediated analgesia.
    Authors: Gregg Et al.
    J Neurosci  2012;32:9457
  22. Endocannabinoid-mediated long-term depression of afferent excitatory synapses in hippocampal pyramidal cells and GABAergic interneurons.
    Authors: Peterfi Et al.
    J Neurosci  2012;32:14448
  23. Effect of (S)-3,5-DHPG on microRNA expression in mouse brain.
    Authors: Lusardi Et al.
    Exp.Neurol.  2012;235:497
  24. 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
  25. Dual regulation of fragile X mental retardation protein by group I metabotropic glutamate receptors controls translation-dependent epileptogenesis in the hippocampus.
    Authors: Zhao Et al.
    J Neurosci  2011;31:725
  26. Ictal activity induced by group I metabotropic glutamate receptor activation and loss of afterhyperpolarizations.
    Authors: Pan Et al.
    Neuropharmacology  2010;59:86
  27. 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
  28. 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
  29. FMRP mediates mGluR5-dependent translation of amyloid precursor protein.
    Authors: Westmark and Malter
    PLoS Biol  2007;5:e52
  30. Calpain-mediated mGluR1alpha truncation: a key step in excitotoxicity.
    Authors: Xu Et al.
    Neuron  2007;53:399
  31. 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
  32. 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
  33. 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
  34. 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
  35. Ancestral reconstruction of the ligand-binding pocket of Family C G protein-coupled receptors.
    Authors: Kuang Et al.
    J Neurosci  2006;103:14050
  36. 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
  37. 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
  38. Group I metabotropic glutamate receptor activation produces a direct excitation of identified septohippocampal cholinergic neurons.
    Authors: Wu Et al.
    J Neurophysiol  2004;92:1216
  39. Activity-dependent expression of inositol 1,4,5-trisphosphate receptor type 1 in hippocampal neurons.
    Authors: Cai Et al.
    PLoS One  2004;279:23691
  40. DA controls the firing pattern of DA neurons via a network feedback mechanism.
    Authors: Paladini Et al.
    Sci Rep  2003;100:2866

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