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

SIGMA/A8054 - NMDA receptor antagonist

Synonym: D(−)-AP-5; D(−)-APV; D-2-Amino-5-phosphonovaleric acid

CAS Number: 79055-68-8
Empirical Formula (Hill Notation): C₅H₁₂NO₅P
Molecular Weight: 197.13
MDL Number: MFCD00078839
Linear Formula: C₅H₁₂NO₅P
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-A8054-1MG	1 mg	$99.20 1/EA		Add To Favorites
45-A8054-5MG	5 mg	$289.00 1/EA		Add To Favorites
45-A8054-10MG	10 mg	$406.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥98% (TLC)
color	white
form	powder
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
mp	245-246 °C
optical purity	optical purity: ≥90% (HPLC, Marfey′s reagent)
Quality Level	100
SMILES string	N[C@H](CCCP(O)(O)=O)C(O)=O
technique(s)	ligand binding assay: suitable

Application:	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.
Biochem/physiol Actions:	Anticonvulsant; potent and selective N-methyl-D-aspartate (NMDA) receptor antagonist; active enantiomer of 2-amino-5-phosphonopentanoic acid.
Biochem/physiol Actions:	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.
Packaging:	1, 5, 10 mg in serum bottle

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (TLC)
mp	245-246 °C
UNSPSC	12352106

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