D-AP5

Tocris Bioscience, part of Bio-Techne | Catalog # 0106

(7)

Citations (1558)

COA / SDS

Potent and selective NMDA receptor antagonist; more active form of DL-AP5

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Key Product Details

Description:	Potent and selective NMDA receptor antagonist; more active form of DL-AP5
Alternative Names:	2-APV,D-APV,D-2-amino-5-phosphonovalerate
Chemical Name:	D-(-)-2-Amino-5-phosphonopentanoic acid
Purity:	≥98% (HPLC)
Molecular Weight:	197.13

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Technical Data
Citations / Reviews (7)

Biological Activity for D-AP5

D-AP5 is a selective NMDA receptor antagonist that competes with glutamate binding and is commonly used to inhibit NMDA-dependent synaptic plasticity. D-AP5 is the more active isomer of DL-AP5 (Cat. No. 0105) and displays approximately 52-fold higher potency than the L-isomer, L-AP5 (Cat. No. 0107). In vitro D-AP5 reduces NMDA-induced depolarization of cortical neurons, with no effect on the response to L-Quisqualic acid (Cat. No. 0188) or Kainic acid (Cat. No. 0222). Following spinal injection, D-AP5 results in rapid reduction of NMDA-response but no effect on spontaneously active neurons.

DL Mixture, L-isomer and sodium salt also available.

Technical Data for D-AP5

M. Wt	197.13
Formula	C₅H₁₂NO₅P
Storage	Store at RT
Purity	≥98% (HPLC)
CAS Number	79055-68-8
PubChem ID	135342
InChi Key	VOROEQBFPPIACJ-SCSAIBSYSA-N
Smiles	N[C@@]([H])([C@](O)=O)CCCP(O)(O)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for D-AP5

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	water	19.71	100

Preparing Stock Solutions for D-AP5

The following data is based on the product molecular weight 197.13.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	5.07 mL	25.36 mL	50.73 mL
5 mM	1.01 mL	5.07 mL	10.15 mL
10 mM	0.51 mL	2.54 mL	5.07 mL
50 mM	0.10 mL	0.51 mL	1.01 mL

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References for D-AP5

References are publications that support the biological activity of the product.

Lodge A comparison between the in vivo and in vitro activity of five potent and competitive NMDA antagonists. Br.J.Pharmacol. 1988 PMID: 2905186
Evans The effect of a series of ω-phosphonic-α-carboxylic amino acids on electrically evoked and amino acid induced responses in isolated spinal cord preparations. Br.J.Pharmacol. 1982 PMID: 7042024
Schulte Utilization of the resolved L-isomer fo 2-amino-6-phosphonohexanoic acid (L-AP6) as a selective agonist for a quisqualate-sensitized site in hippocampal CA1 pyramidal neurons. Brain Res. 1994 PMID: 7953634
Davies and Watkins Actions of D and L forms of 2-amino-5-phosphonovalerate and 2-amino-4-phosphonobutyrate in the cat spinal cord. Brain Res. 1982 PMID: 6145492