L-AP5

Tocris Bioscience a Bio-Techne Brand

Catalog # 0107

Citations (3)

(1)

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Key Product Details

Description:	Potent and selective NMDA antagonist; less active form of DL-AP5
Chemical Name:	L-(+)-2-Amino-5-phosphonopentanoic acid
Purity:	≥99% (HPLC)
Molecular Weight:	197.13

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Biological Activity for L-AP5

L-AP5 is an NMDA antagonist and an agonist at quisqualate-sensitized AP6 site, where it is more potent than the isomer D-AP5. L-AP5 is more potent than D-AP5 at depressing synaptic responses at amino acid-induced and synaptic excitation of cat spinal neurons.

D-isomer, DL mixture and sodium salt also available.

Technical Data for L-AP5

M. Wt	197.13
Formula	C₅H₁₂NO₅P
Storage	Store at RT
Purity	≥99% (HPLC)
CAS Number	79055-67-7
PubChem ID	1617110
InChi Key	VOROEQBFPPIACJ-BYPYZUCNSA-N
Smiles	[H][C@@](CCCP(O)(O)=O)(N)C(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 L-AP5

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

Preparing Stock Solutions for L-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.

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 L-AP5

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

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
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

Citations for L-AP5 (3)

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Citations are publications that use Bio-Techne products. Selected citations for L-AP5 include:

Fan et al. (2016) Reduced Hyperpolarization-Activated Current Contributes to Enhanced Intrinsic Excitability in Cultured Hippocampal Neurons from PrP(-/-) Mice. Front Cell Neurosci. 10:74
PMID: 27047338
Kinney (2005) GAT-3 transporters regulate inhibition in the neocortex. J Neurophysiol. 94:4533
PMID: 16135550
Fernández-Monreal et al. (2004) Arginine 260 of the amino-terminal domain of NR1 subunit is critical for tissue-type plasminogen activator-mediated enhancement of N-MthD.-aspartate receptor signaling. J Biol Chem. 279:50850
PMID: 15448144

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Customer Reviews for L-AP5 (1)

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AP5 decreases neuronal acitvity

Name: Luiz Alexandre Magno

Species: Mouse

Assay Type: In Vivo

Cell Line/Tissue: Brain

AP5 is an NMDA antagonist, so we have used it to block the function of neurons. Neuronal activity of animals injected with AP5 into the brain were decreased, seen as low expression of the protein CFOS.

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Product Documents for L-AP5

COA

Certificate of Analysis

To download a Certificate of Analysis, please select a batch below.