A1910

(±)-2-Amino-4-phosphonobutyric acid

solid

• Synonym(s): (±)-AP-4
• Empirical Formula (Hill Notation): C₄H₁₀NO₅P
• CAS Number: 20263-07-4
• Molecular Weight: 183.10
• MDL number: MFCD00013999
• UNSPSC Code: 12352106
• PubChem Substance ID: 57653830
• NACRES: NA.32

Properties

• form: solid
• color: white
• SMILES string: NC(CCP(O)(O)=O)C(O)=O
• 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)
• InChI key: DDOQBQRIEWHWBT-UHFFFAOYSA-N
• Gene Information: human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRINA(2907) ; rat ... Grin2b(24410)

Description

General description

(±)-2-Amino-4-phosphonobutyric acid or DL-AP4 is a group III nonselective metabotropic glutamate receptor (mGluR) agonist. L-2-amino-4-phosphonobutyric acid (L-Ap4) displays close to 500-fold selectivity for group III mGluRs.

Application

(±)-2-Amino-4-phosphonobutyric acid may be used as a glutamic acid receptor blocker in perfusion solution in the eye tissue electroretinography studies.

Biochem/physiol Actions

NMDA glutamate receptor antagonist.

Caution

Hygroscopic, store desiccated.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves