L-AP4

L-AP4 (L-2-amino-4-phosphonobutyric acid) is a drug used in scientific research, which acts as a group-selective agonist for the group III metabotropic glutamate receptors (mGluR_4/6/7/8). It was the first ligand found to act as an agonist selective for this group of mGlu receptors,^[1] but does not show selectivity between the different mGluR Group III subtypes. It is widely used in the study of this receptor family and their various functions.^[2][3][4][5]

L-AP4

Clinical data
Other names	L-2-Amino-4-phosphonobutyric acid
Identifiers
IUPAC name (2S)-2-Amino-4-phosphonobutanoic acid
CAS Number	23052-81-5 Y
PubChem CID	179394
IUPHAR/BPS	1410
ChemSpider	156157 Y
UNII	C8M58SS68H
CompTox Dashboard (EPA)	DTXSID30945733
ECHA InfoCard	100.164.384
Chemical and physical data
Formula	C4H10NO5P
Molar mass	183.100 g·mol−1
3D model (JSmol)	Interactive image
SMILES C(CP(=O)(O)O)[C@@H](C(=O)O)N
InChI InChI=1S/C4H10NO5P/c5-3(4(6)7)1-2-11(8,9)10/h3H,1-2,5H2,(H,6,7)(H2,8,9,10)/t3-/m0/s1 N Key:DDOQBQRIEWHWBT-VKHMYHEASA-N N
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