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Merck

A1910

Sigma-Aldrich

(±)-2-Amino-4-Phosphonobuttersäure

solid

Synonym(e):

(±)-AP-4

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About This Item

Empirische Formel (Hill-System):
C4H10NO5P
CAS-Nummer:
Molekulargewicht:
183.10
MDL-Nummer:
UNSPSC-Code:
12352106
PubChem Substanz-ID:
NACRES:
NA.32

Form

solid

Farbe

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)

InChIKey

DDOQBQRIEWHWBT-UHFFFAOYSA-N

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Allgemeine Beschreibung

(±)-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.

Anwendung

(±)-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. Wirkung

NMDA glutamate receptor antagonist.

Vorsicht

Hygroscopic, store desiccated.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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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
Jared D Chrispell et al.
Investigative ophthalmology & visual science, 59(12), 5116-5124 (2018-10-30)
To define the functional roles of Grk1 and Grk7 in zebrafish cones in vivo. Genome editing was used to generate grk7a and grk1b knockout zebrafish. Electroretinogram (ERG) analyses of the isolated cone mass receptor potential and the b-wave were performed
Richard Fairless et al.
Investigative ophthalmology & visual science, 61(5), 37-37 (2020-05-22)
To determine the influence of RIBEYE deletion and the resulting absence of synaptic ribbons on retinal light signaling by electroretinography. Full-field flash electroretinograms (ERGs) were recorded in RIBEYE knock-out (KO) and wild-type (WT) littermate mice under photopic and scotopic conditions
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

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