Merck
Todas las fotos(1)

A8054

Sigma-Aldrich

D(−)-2-Amino-5-phosphonopentanoic acid

NMDA receptor antagonist

Sinónimos:
D-2-Amino-5-phosphonovaleric acid, D(−)-APV, D(−)-AP-5
Empirical Formula (Hill Notation):
C5H12NO5P
Número de CAS:
Peso molecular:
197.13
Número MDL:
ID de la sustancia en PubChem:
NACRES:
NA.26

Nivel de calidad

100

ensayo

≥98% (TLC)

formulario

powder

pureza óptica

optical purity: ≥90% (HPLC, Marfey′s reagent)

technique(s)

ligand binding assay: suitable

color

white

mp

245-246 °C

SMILES string

N[C@H](CCCP(O)(O)=O)C(O)=O

InChI

1S/C5H12NO5P/c6-4(5(7)8)2-1-3-12(9,10)11/h4H,1-3,6H2,(H,7,8)(H2,9,10,11)/t4-/m1/s1

InChI key

VOROEQBFPPIACJ-SCSAIBSYSA-N

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Categorías relacionadas

Aplicación

D(-)-2-Amino-5-phosphonopentanoic acid has been used to pretreat BNST (bed nucleus of the stria terminalis) in order to block the induction of anxiety by ORX-A (orexin-A) into the BNST.

Envase

1, 5, 10 mg in serum bottle

Acciones bioquímicas o fisiológicas

NMDA antagonists have muscle relaxation property and are known to offer neuron protection against brain damage induced by ischemia. 2-Amino-5-phosphonopentanoic acid has been proved to block the iontophoresis induced depolarization of NMDA.
Anticonvulsant; potent and selective N-methyl-D-aspartate (NMDA) receptor antagonist; active enantiomer of 2-amino-5-phosphonopentanoic acid.

Código de clase de almacenamiento

11 - Combustible Solids

WGK

WGK 3

Punto de inflamabilidad F

Not applicable

Punto de inflamabilidad C

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

Certificado de Análisis

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Certificado de origen

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Product Information Sheet

Más documentos

Quotes and Ordering

Synaptic Plasticity and Learning: Selective Impairment of Learning in
Rats and Blockade of Long-Term Potentiation in viva by the
IV-Methyl-D-Aspartate Receptor Antagonist AP5
R. G. M. Morris
The Journal of Neuroscience, 9(9), 3040-3057 (1989)
Paola Conti et al.
European journal of medicinal chemistry, 42(8), 1059-1068 (2007-03-10)
Twelve novel conformationally constrained homologues of glutamic acid have been synthesized and pharmacologically characterized at ionotropic glutamate receptors (iGluRs). Synthesis of the target compounds involved 1,3-dipolar cycloaddition of nitrile oxides to suitable dipolarophiles. The structure to the compounds has been
Daniela Gandolfi et al.
Frontiers in cellular neuroscience, 11, 184-184 (2017-07-14)
The induction of long-term potentiation and depression (LTP and LTD) is thought to trigger gene expression and protein synthesis, leading to consolidation of synaptic and neuronal changes. However, while LTP and LTD have been proposed to play important roles for
Orexin-A Induces Anxiety-like Behavior through Interactions with Glutamatergic Receptors in the Bed Nucleus of the Stria Terminalis of Rats
Elizabeth A Lungwitz
Physiology & Behavior, 107(5), 726-732 (2012)
Jennifer N Gelinas et al.
Learning & memory (Cold Spring Harbor, N.Y.), 15(5), 281-289 (2008-04-29)
Activation of beta-adrenergic receptors (beta-ARs) enhances hippocampal memory consolidation and long-term potentiation (LTP), a likely mechanism for memory storage. One signaling pathway linked to beta-AR activation is the cAMP-PKA pathway. PKA is critical for the consolidation of hippocampal long-term memory

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