Dihydroxyphenylglycine

For the antiviral drug, see ganciclovir.
Dihydroxyphenylglycine
Names
IUPAC name
(S)-2-amino-2-(3,5-dihydroxyphenyl)acetic acid
Other names
3,5-dihydroxyphenylglycine, DHPG, S-DHPG
Identifiers
162870-29-3 YesY
3D model (Jmol) Interactive image
Interactive image
ChemSpider 11377133 YesY
MeSH 3,5-dihydroxyphenylglycine
PubChem 5310986
Properties
C8H9N1O4
Molar mass 183.05 g mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

(S)-3,5-Dihydroxyphenylglycine or DHPG is a potent agonist of group I metabotropic glutamate receptors (mGluRs) mGluR1 and mGluR5.

DHPG was the first agonist shown to be selective for group I mGluRs.[1] Agonist activity is found in only the (S)-isomer, and (S)-DHPG may be a partial agonist of group I mGluRs.[1]

(S)-DHPG has been investigated for therapeutic effects in the treatment of neuronal injury (such as those associated with ischemia or hypoxia), cognitive enhancement, and Alzheimer's disease.[1]

3,5-Dihydroxyphenylglycine can be isolated from the latex of Euphorbia helioscopia.[2]

References

  1. 1 2 3 Wiśniewski K.; Car, H. (2002). "(S)-3,5-DHPG: a review". CNS Drug Rev. 8 (1): 101–116. PMID 12070529.
  2. ↑ Müller, P.; Schütte, H. R. (May 1968). "m-Hydroxyphenylglycine and 3,5-dihydroxyphenylglycine, 2 new amino acids from the latex of Euphorbia helioscopia". Z. Naturforsch. B (in German). 23 (5): 659–663. PMID 4385921.


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