Dihydroxyphenylglycine

Dihydroxyphenylglycine
IUPAC name (S)-2-Amino-2-(3,5-dihydroxyphenyl)acetic acid
Other names 3,5-dihydroxyphenylglycine, DHPG, S-DHPG
Identifiers
CAS number	162870-29-3
PubChem	5310986
ChemSpider	11377133 Y
MeSH	3,5-dihydroxyphenylglycine
Jmol-3D images	Image 1 Image 2
SMILES C1=CC(=C(C=C1[C@@H](C(=O)O)N)O)O Oc1cccc(NCC(O)=O)c1O
InChI 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) Y Key: RCPPFACRJDEDFY-UHFFFAOYSA-N Y 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
Properties
Molecular formula	C8H9N1O4
Molar mass	183.05 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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]

References

1. ^ ^{a b c} Wiśniewski K, Car H (2002). "(S)-3,5-DHPG: a review". CNS Drug Rev 8 (1): 101–16. PMID 12070529.