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A1910

(±)-2-Amino-4-phosphonobutyric acid

solid

Synonym(s):

(±)-AP-4

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About This Item

Empirical Formula (Hill Notation):
C4H10NO5P
CAS Number:
20263-07-4
Molecular Weight:
183.10
NACRES:
NA.32
PubChem Substance ID:
57653830
UNSPSC Code:
12352106
MDL number:
MFCD00013999
Form:
solid
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form

solid

Quality Segment

200

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)

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.

Disclaimer

Hygroscopic, store desiccated.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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