Certificate of Analysis

DL-AP5

Name: DL-AP5
Brand: Alomone Labs
SKU: D-140

2-Amino-5-phosphonopentanoic acid, 5-Phosphononorvaline, AP-5, Norvaline, DL-2-Amino-5-phosphonovaleric acid

A Competitive NMDA Receptor Antagonist

Cat #: D-140

Alternative Name 2-Amino-5-phosphonopentanoic acid, 5-Phosphononorvaline, AP-5, Norvaline, DL-2-Amino-5-phosphonovaleric acid

Lyophilized Powder yes

Bioassay Tested

Source Synthetic

MW: 197.1

Purity: >95%

Effective concentration 100 nM - 100 µM.

Structure

Chemical name 2-amino-5-phosphonopentanoic acid.

Molecular formula C₅H₁₂NO₅P.

CAS No.: 76326-31-3

PubChem CID 1216

Activity DL-AP5 is an NMDA receptor antagonist. IC₅₀ = 0.28 µM (NR2A), 0.46 µM (NR2B), 1.6 µM (NR2C)¹.

References-Activity

Feuerbach, D. et al. (2010) Eur. J. Pharmacol. 637, 46.

Shipping and storage Shipped at room temperature. Product as supplied can be stored intact at room temperature for several weeks. For longer periods, it should be stored at -20°C.

Solubility 50 mg/ml in NaOH (1 M), 5 mg/ml in H₂O. Centrifuge all product preparations before use (10000 x g 5 min).

Storage of solutions Up to four weeks at 4°C or three months at -20°C.

Our bioassay

Alomone Labs DL-AP5 inhibits NMDA (NR1+NR2A) channels expressed in Xenopus oocytes.
A. Time course of NMDA currents were elicited by stimulation with 100 µM glutamate every 50 sec, while membrane potential was held at -80 mV. 100 µM DL-AP5 (#D-140), applied for 2 min, reversibly inhibited current amplitude. B. Superimposed current traces taken from experiment in A.

Scientific background

DL-2-Amino-5-phosphonovaleric acid (DL-AP5) is a selective NMDA receptor antagonist that competitively inhibits the glutamate binding site of NMDA receptors and blocks excitatory synaptic transmission.

The NMDA receptor plays important physiological and pathological roles in the central nervous system. The receptor binds the neurotransmitter L-glutamate, and meditates the majority of the fast excitatory neurotransmission in the mammalian brain. In addition, it induces current formation in neurons¹.

Peripheral administration of AP5 does not cross the blood-brain-barrier and this compound may have an effect on information processing and transmission as well as plasticity^2,3.

Blockade of NMDARs by AP5 has the ability to trigger synaptic potentiation in the mature hippocampus³.

Evidence shows that the inhibitory effects of AP5 are independent of membrane potential but decrease with increasing stimulation frequency³.

Several studies have suggested that chronic treatment of the optic tectum with DL-AP5 desegregates eye-specific stripes in three-eyed frogs⁴.

Target NMDA receptors

Lyophilized Powder

Last update: 06/11/2022

For research purposes only, not for human use

Specifications

Citations

Applications

Scientific Background

Shipping and Ordering information

Order Summary