Dihydroxyphenylglycine

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Dihydroxyphenylglycine
Dihydroxyphenylglycine.png
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
ChemSpider 11377133 YesY
Jmol 3D model Interactive image
Interactive image
MeSH 3,5-dihydroxyphenylglycine
PubChem 5310986
  • InChI=1S/C8H9NO4/c10-6-3-1-2-5(8(6)13)9-4-7(11)12/h1-3,9-10,13H,4H2,(H,11,12) YesY
    Key: RCPPFACRJDEDFY-UHFFFAOYSA-N YesY
  • InChI=1/C8H9NO4/c10-6-3-1-2-5(8(6)13)9-4-7(11)12/h1-3,9-10,13H,4H2,(H,11,12)
    Key: RCPPFACRJDEDFY-UHFFFAOYAU
  • C1=CC(=C(C=C1[C@@H](C(=O)O)N)O)O
  • Oc1cccc(NCC(O)=O)c1O
Properties
C8H9N1O4
Molar mass 183.05 g mol−1
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
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

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