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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
Haruhisa Okawa et al.
Nature communications, 10(1), 2167-2167 (2019-05-17)
Ribbon synapses transmit information in sensory systems, but their development is not well understood. To test the hypothesis that ribbon assembly stabilizes nascent synapses, we performed simultaneous time-lapse imaging of fluorescently-tagged ribbons in retinal cone bipolar cells (BCs) and postsynaptic
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
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
Nicolás M Díaz et al.
Investigative ophthalmology & visual science, 61(6), 37-37 (2020-06-17)
Autonomous molecular circadian clocks are present in the majority of mammalian tissues. These clocks are synchronized to phases appropriate for their physiologic role by internal systemic cues, external environmental cues, or both. The circadian clocks of the in vivo mouse

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