(S)-3,5-DHPG

Cat. No. 0805

(S)-3,5-DHPG C8H9NO4 [162870-29-3]

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

Biological Activity

Selective group I mGlu receptor agonist. Also available as part of the Group I mGlu Receptor Tocriset™ and Mixed mGlu Receptor Tocriset™. (RS)-3,5-DHPG (Cat. No. 0342) 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.

Certificate of Analysis / Product Datasheet / Safety Data Sheet

Certificate of Analysis / Product Datasheet
Select another batch:

Wisniewski and Car (2002) (S)-3,5-DHPG: a review. CNS Drug Rev. 8 101. PMID: 12070529.

Sekiyama et al (1996) Structure-activity relationships of new agonists and antagonists of different metabotropic glutamate receptor subtypes. Br.J.Pharmacol. 117 1493. PMID: 8730745.

Baker et al (1995) Enzymatic resolution and pharmacological activity of the enantiomers of 3,5-dihydroxyphenylglycine, a metabotropic glutamate receptor agonist. Bioorg.Med.Chem.Lett. 5 223.

Schoepp et al (1994) 3,5-Dihydroxyphenylglycine is a highly selective agonist for phosphoinositide-linked metabotropic glutamate receptors in the rat hippocampus. J.Neurochem. 63 769. PMID: 8035201.

If you know of a relevant reference for this product please let us know.

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

Aguilar-Valles et al (2015) Inhibition of Group I Metabotropic Glutamate Receptors Reverses Autistic-Like Phenotypes Caused by Deficiency of the Translation Repressor eIF4E Binding Protein 2. Neuropharmacology 35 11125. PMID: 26245973.

Henderson et al (2015) A Low Affinity GCaMP3 Variant (GCaMPer) for Imaging the Endoplasmic Reticulum Calcium Store. J Neurosci 10 e0139273. PMID: 26451944.

Ifrim et al (2015) Single-Molecule Imaging of PSD-95 mRNA Translation in Dendrites and Its Dysregulation in a Mouse Model of Fragile X Syndrome. PLoS One 35 7116. PMID: 25948262.

Tang et al (2015) Stimulation-evoked Ca2+ signals in astrocytic processes at hippocampal CA3-CA1 synapses of adult mice are modulated by glutamate and ATP. J Neurosci 35 3016. PMID: 25698739.

Tang and Alger (2015) Homer protein-metabotropic glutamate receptor binding regulates endocannabinoid signaling and affects hyperexcitability in a mouse model of fragile X syndrome. J Neurosci 35 3938. PMID: 25740522.

Careaga et al (2014) Group I metabotropic glutamate receptor mediated dynamic immune dysfunction in children with fragile X syndrome. J Neuroinflammation 11 110. PMID: 24942544.

Pollard et al (2014) Modulation of neuronal microcircuit activities within the medial prefrontal cortex by mGluR5 positive allosteric modulator. J Psychopharmacol 28 935. PMID: 25031220.

Kuribayashi et al (2013) The role of metabotropic glutamate receptor 5 on the stromal cell-derived factor-1/CXCR4 system in oral cancer. J Biol Chem 8 e80773. PMID: 24236200.

McQuail et al (2013) Hippocampal Gαq/11 but not Gαo-coupled receptors are altered in aging. PLoS One 70 63. PMID: 23347951.

Bozdagi et al (2012) Haploinsufficiency of Cyfip1 produces fragile X-like phenotypes in mice. J Neurosci 7 e42422. PMID: 22900020.

Taman and Ribeiro (2011) Characterization of a truncated metabotropic glutamate receptor in a primitive metazoan, the parasitic flatworm Schistosoma mansoni. PLoS One 6 e27119. PMID: 22069494.

Filippov et al (2010) The scaffold protein NHERF2 determines the coupling of P2Y1 nucleotide and mGluR5 glutamate receptor to different ion channels in neurons. Mol Pharmacol 30 11068. PMID: 20720114.

Fu and Pol (2010) Kisspeptin directly excites anorexigenic proopiomelanocortin neurons but inhibits orexigenic neuropeptide Y cells by an indirect synaptic mechanism. J Neurosci 30 10205. PMID: 20668204.

Pan et al (2010) Ictal activity induced by group I metabotropic glutamate receptor activation and loss of afterhyperpolarizations. Neuropharmacology 59 86. PMID: 20385148.

Fukunaga et al (2007) Potent and specific action of the mGlu1 antagonists YM-298198 and JNJ16259685 on synaptic transmission in rat cerebellar slices. Br J Pharmacol 151 870. PMID: 17502847.

Nakamoto et al (2007) Fragile X mental retardation protein deficiency leads to excessive mGluR5-dependent internalization of AMPA receptors. Proc Natl Acad Sci U S A 104 15537. PMID: 17881561.

Westmark and Malter (2007) FMRP mediates mGluR5-dependent translation of amyloid precursor protein. PLoS Biol 5 e52. PMID: 17298186.

Xu et al (2007) Calpain-mediated mGluR1alpha truncation: a key step in excitotoxicity. Neuron 53 399. PMID: 17270736.

El-Kouhen et al (2006) 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. Br J Pharmacol 149 761. PMID: 17016515.

Kuang et al (2006) Ancestral reconstruction of the ligand-binding pocket of Family C G protein-coupled receptors. J Neurosci 103 14050. PMID: 16966606.

Ruangkittisakul et al (2006) High sensitivity to neuromodulator-activated signaling pathways at physiological [K+] of confocally imaged respiratory center neurons in on-line-calibrated newborn rat brainstem slices. J Neurosci 26 11870. PMID: 17108160.

Jacob et al (2005) Signaling microdomains regulate inositol 1,4,5-trisphosphate-mediated intracellular calcium transients in cultured neurons. Proc Natl Acad Sci U S A 25 2853. PMID: 15772345.

Jung et al (2005) Stimulation of endocannabinoid formation in brain slice cultures through activation of group I metabotropic glutamate receptors. Proc Natl Acad Sci U S A 68 1196. PMID: 16051747.

Cai et al (2004) Activity-dependent expression of inositol 1,4,5-trisphosphate receptor type 1 in hippocampal neurons. PLoS One 279 23691. PMID: 15016804.

Paladini et al (2003) Dopamine controls the firing pattern of dopamine neurons via a network feedback mechanism. Sci Rep 100 2866. PMID: 12604788.

Do you know of a great paper that uses (S)-3,5-DHPG from Tocris? If so please let us know.show all ▼show less ▲

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Keywords: (S)-3,5-DHPG, supplier, Selective, group, I, agonists, Active, enantiomer, Group, Receptors, mGlu1, mGlu5, mGluR1, mGluR5, Glutamate, Metabotropic, Tocris Bioscience, Glutamate (Metabotropic) Group I Receptor Agonist products

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