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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.[1] L-2-amino-4-phosphonobutyric acid (L-Ap4) displays close to 500-fold selectivity for group III mGluRs.[2]

Application

(±)-2-Amino-4-phosphonobutyric acid may be used as a glutamic acid receptor blocker in perfusion solution in the eye tissue electroretinography studies.[3]

Biochem/physiol Actions

NMDA glutamate receptor antagonist.

Disclaimer

Hygroscopic, store desiccated.

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This Item
A7929SAB1405896SAB1403886
(±)-2-Amino-4-phosphonobutyric acid solid

Sigma-Aldrich

A1910

(±)-2-Amino-4-phosphonobutyric acid

L-(+)-2-Amino-4-phosphonobutyric acid optical purity optical purity: ≥95% (HPLC, Marfey′s reagent)

Sigma-Aldrich

A7929

L-(+)-2-Amino-4-phosphonobutyric acid

Anti-GRM2 antibody produced in mouse purified immunoglobulin, buffered aqueous solution

Sigma-Aldrich

SAB1405896

Anti-GRM2 antibody produced in mouse

Monoclonal Anti-GRM7 antibody produced in mouse clone 1H5, ascites fluid

Sigma-Aldrich

SAB1403886

Monoclonal Anti-GRM7 antibody produced in mouse

form

solid

form

powder

form

buffered aqueous solution

form

-

Quality Level

200

Quality Level

200

Quality Level

-

Quality Level

-

color

white

color

-

color

-

color

-

Gene Information

human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRINA(2907)
rat ... Grin2b(24410)

Gene Information

human ... GRM1(2911), GRM2(2912), GRM3(2913), GRM4(2914), GRM6(2916), GRM7(2917), GRM8(2918)
rat ... Grm1(24414), Grm2(24415), Grm4(24417), Grm5(24418), Grm6(24419), Grm7(81672)

Gene Information

human ... GRM2(2912)

Gene Information

human ... GRM7(2917)

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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