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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
Quality level:
200
Pricing and availability is not currently available.
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form

solid

Quality Level

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
A7929165304AB15097
(±)-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

D-(–)-2-Amino-5-phosphonopentanoic Acid Active enantiomer of DL-2-amino-5-phosphonopentanoic acid (AP5) that is a commonly used as a competitive NMDA receptor antagonist.

Sigma-Aldrich

165304

D-(–)-2-Amino-5-phosphonopentanoic Acid

Anti-mGluR4 Antibody from rabbit

Sigma-Aldrich

AB15097

Anti-mGluR4 Antibody

form

solid

form

powder

form

solid

form

-

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

color

white

color

-

color

white

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

-

Gene Information

mouse ... Grm4(268934)

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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Certificates of Analysis (COA)

Lot/Batch Number
0000547875
0000547875
0000502523
0000502530
0000502530

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H-M Zhang et al.
Neuroscience, 158(2), 875-884 (2008-11-20)
Chronic neuropathic pain remains an unmet clinical problem because it is often resistant to conventional analgesics. Metabotropic glutamate receptors (mGluRs) are involved in nociceptive processing at the spinal level, but their functions in neuropathic pain are not fully known. In
Alex S McKeown et al.
The Journal of physiology, 594(7), 1841-1854 (2015-12-23)
We propose that the end product of chromophore bleaching in rod photoreceptors, all-trans retinol, is part of a feedback loop that increases the sensitivity of the phototransduction cascade in rods. A previously described light-induced hypersensitivity in rods, termed adaptive potentiation
Satoshi Okado et al.
Investigative ophthalmology & visual science, 58(12), 5518-5525 (2017-10-28)
We determined the effects of a remodeled inner retina on the flicker electroretinograms (ERGs) in a rabbit eye at an advanced stage of inherited retinal degeneration. Six wild-type (WT) and four rhodopsin P347L transgenic (Tg) rabbits were studied at 18
View All Related Papers

Global Trade Item Number

SKUGTIN
A1910-250MG04061833001912
A1910-1G04061826687727
A1910-500MG04061833001929
A1910-100MG04061833001905

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