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(S)-3,5-DHPG (CAS 162870-29-3)

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Alternate Names:
(S)-3,5-Dihydroxyphenylglycine
Application:
(S)-3,5-DHPG is a selective agonist of group I mGluR
CAS Number:
162870-29-3
Purity:
≥98%
Molecular Weight:
183.16
Molecular Formula:
C8H9NO4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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(S)-3,5-DHPG, also known as (S)-3,5-Dihydroxylphenylglycine, a neurotransmitter abundantly present in the brain, acts as a potent phosphodiesterase inhibitor. By blocking the enzyme phosphodiesterase, it elevates cyclic AMP (cAMP) levels within neurons. This amplifies neuronal activity and exhibits neuroprotective properties. Moreover, (S)-3,5-DHPG demonstrates shielding effects against glutamate toxicity and disruption of mitochondrial membrane potential caused by 2-aminoethoxydiphenyl borate (2APB). It also safeguards fetal bovine erythrocytes from damage induced by calcium ionophore A23187-activated cAMP levels. Additionally, the compound reduces platelet aggregation and mitigates neuronal death triggered by constant pressure or oxygen deprivation. (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.


(S)-3,5-DHPG (CAS 162870-29-3) References

  1. Behavioural evidence supporting a differential role for group I and II metabotropic glutamate receptors in spinal nociceptive transmission.  |  Dolan, S. and Nolan, AM. 2000. Neuropharmacology. 39: 1132-8. PMID: 10760356
  2. Behavioural activity of (S)-3,5-DHPG, a selective agonist of group I metabotropic glutamate receptors.  |  Zalewska-Wińska, A. and Wiśniewski, K. 2000. Pharmacol Res. 42: 239-45. PMID: 10945930
  3. Effect of (S)-3,5-DHPG on learning, exploratory activity and anxiety in rats with experimental hypoxia.  |  Nadlewska, A., et al. 2002. Pol J Pharmacol. 54: 11-8. PMID: 12020039
  4. (S)-3,5-DHPG: a review.  |  Wiśniewski, K. and Car, H. 2002. CNS Drug Rev. 8: 101-16. PMID: 12070529
  5. Signal transduction pathways of group I metabotropic glutamate receptor-induced long-term depression at sensory spinal synapses.  |  Heinke, B. and Sandkühler, J. 2005. Pain. 118: 145-54. PMID: 16185811
  6. Group I metabotropic glutamate receptor-induced Ca(2+)-gradients in rat superficial spinal dorsal horn neurons.  |  Heinke, B. and Sandkühler, J. 2007. Neuropharmacology. 52: 1015-23. PMID: 17174986
  7. 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: 212-6. PMID: 18378225
  8. Evidence group I mGluR drugs modulate the activation profile of lipopolysaccharide-exposed microglia in culture.  |  Farso, MC., et al. 2009. Neurochem Res. 34: 1721-8. PMID: 19479374
  9. Effect of (S)-3,5-DHPG on microRNA expression in mouse brain.  |  Lusardi, TA., et al. 2012. Exp Neurol. 235: 497-507. PMID: 22309833
  10. Preconditioning effect of (S)-3,5-dihydroxyphenylglycine on ischemic injury in middle cerebral artery occluded Sprague-Dawley rats.  |  Nik Ramli, NN., et al. 2015. Neurosci Lett. 588: 137-41. PMID: 25562631
  11. 3,5-dihydroxyphenylglycine is a highly selective agonist for phosphoinositide-linked metabotropic glutamate receptors in the rat hippocampus.  |  Schoepp, DD., et al. 1994. J Neurochem. 63: 769-72. PMID: 8035201
  12. Structure-activity relationships of new agonists and antagonists of different metabotropic glutamate receptor subtypes.  |  Sekiyama, N., et al. 1996. Br J Pharmacol. 117: 1493-503. PMID: 8730745
  13. Enzymatic Resolution And Pharmacological Activity Of The Enantiomers Of 3,5-Dihydroxyphenylglycine, A Metabotropic Glutamate Receptor Agonist  |  S. Richard Baker, et al. 1995. Bioorganic & Medicinal Chemistry Letters. 5: 223-228.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(S)-3,5-DHPG, 5 mg

sc-204256
5 mg
$210.00

(S)-3,5-DHPG, 10 mg

sc-204256A
10 mg
$353.00

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

Asked by: Harry Wang
Unfortunately, we are not able to provide that specific chemical.
Answered by: Technical Support
Date published: 2019-09-11
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Rated 5 out of 5 by from TopolnikTopolnik, 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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(S)-3,5-DHPG is rated 5.0 out of 5 by 1.
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