(S)-3,5-DHPGA selective agonist of group I mGluR

(S)-3,5-DHPG (CAS 162870-29-3)

(S)-3,5-DHPG | CAS 162870-29-3 is rated 5.0 out of 5 by 1.
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Synonym: (S)-3,5-Dihydroxyphenylglycine
Application: A selective agonist of group I mGluR
CAS Number: 162870-29-3
Purity: ≥98%
Molecular Weight: 183.16
Molecular Formula: C8H9NO4
* Refer to Certificate of Analysis for lot specific data (including water content).
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(S)-3,5-DHPG is a selective group I mGlu receptor agonist. mGluR (Metabotropic glutamate receptors) are divided into three groups, group I, group II, and group III. Group I (mGluR-1 and mGluR-5) receptors are coupled to Gq/11 and are activators of phospholipase C.


References

1. 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.
2. 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.
3. Sekiyama et al (1996) Structure-activity relationships of new agonists and antagonists of different metabotropic glutamate receptor subtypes. Br.J.Pharmacol. 117 1493.
4. Wisniewski and Carr (2002) (S)-3,5-DHPG: a review. CNS Drug Rev. 8 101.

Physical State :
Solid
Solubility :
Soluble in water (50 mM), and DMSO.
Storage :
Desiccate at -20° C
Melting Point :
293.45° C (Predicted)
Boiling Point :
~448.8° C at 760 mmHg (Predicted)
Density :
~1.5 g/cm3 (Predicted)
Refractive Index :
n20D 1.68 (Predicted)
Optical Activity :
α20/D +126.2°, c = 1 in 6M HCl; α20/D +136°, c = 1 in 6N HCl
IC50 :
mGluR-1: EC5050 = 6.6 µM (human); Metabotropic glutamate receptor: EC5050 = 10.9 µM (rat); Phospholipase C : EC5050 = 65 µM (rat)
Ki Data :
Metabotropic glutamate receptor 1: Ki= 0.9 µM (rat); mGluR-5: Ki= 1.9 µM (human); mGluR-1: Ki= 6.6 µM (human)
pK Values :
pKa: 1.77 (Predicted), pKb: 10.4 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
RTECS :
CY1571250
PubChem CID :
443586
MDL Number :
MFCD00673763
SMILES :
C1=C(C=C(C=C1O)O)[C@@H](C(=O)O)N

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(S)-3,5-DHPG  Product Citations

See how others have used (S)-3,5-DHPG. Click on the entry to view the PubMed entry .

Citations 1 to 1 of 1 total

PMID: # 16740609  Topolnik, L. et al. 2006. J. Physiol. (Lond.). 575: 115-131.

Citations 1 to 1 of 1 total

Do you sell 3,5-DHPG with Fmoc-protected N-terminus and phenyl OtBu?

Asked by: Harry Wang
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Rated 5 out of 5 by from Topolnik Topolnik, L. et al. (PubMed 16740609) used (S)-3,5-DHPG, a known group I mGlu receptor agonist, to cause significant activation of mGluR1 and mGluR5. -SCBT Publication Review
Date published: 2015-03-28
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