DL-AP5 sodium salt - ≥98% , CAS No.1303993-72-7

CAS: 1303993-72-7 Cat. No.: D276202 Molecular Weight: 219.11

GRADE & PURITY ≥98%

Synonyms

Sodium (4-amino-4-carboxybutyl)-hydroxyphosphinate | DL-2-Amino-5-phosphonopentanoic acid sodium salt

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Potent and selective NMDA antagonist; sodium salt of DL-AP5

Biological Activity：

DL-AP5 Sodium salt is the sodium salt of DL-AP5 (Cat. No. 0105) and a racemic mixture of the D- and L-isomers of AP5, a selective NMDA receptor antagonist that competes with glutamate binding and is commonly used to inhibit NMDA-dependent synaptic plasticity. D-AP5 (Cat. No. 0106) is the more active isomer 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 of D-AP5, NMDA-response is rapidly reduced, with no effect seen on spontaneously active neurons.DL mixture, D-isomer and L-isomer also available.

Specifications

Synonyms

Sodium (4-amino-4-carboxybutyl)-hydroxyphosphinate | DL-2-Amino-5-phosphonopentanoic acid sodium salt

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Competitive NMDA receptor glutamate site antagonist. Water soluble form. Also available in simple stock solutions - add 1 ml of water to get an exact, ready-to-use concentration.

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

ANTAGONIST

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C(CC(C(=O)O)N)CP(=O)(O)[O-].[Na+]
• IUPAC Name: sodium;(4-amino-4-carboxybutyl)-hydroxyphosphinate
• InChIKey: KWRCYAPNGUCHOE-UHFFFAOYSA-M
• INCHI: 1S/C5H12NO5P.Na/c6-4(5(7)8)2-1-3-12(9,10)11;/h4H,1-3,6H2,(H,7,8)(H2,9,10,11);/q;+1/p-1
• Isomeric SMILES: C(CC(C(=O)O)N)CP(=O)(O)[O-].[Na+]
• Molecular Weight: 219.11
• Reaxy-Rn: 32550643
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=32550643&ln=

Chemical and Physical Properties

• Solubility: H2O: 100 mM

References

1. Wei Du, Xiaomin Zhang, Songze Li, Xin Xie.  (2024)  Novel Perspective on Sevoflurane-Induced Cognitive Dysfunction: Implications of Neuronal SIRPα and Microglial Synaptic Remodeling.  ACS Chemical Neuroscience,      [PMID:39644326] [10.1021/acschemneuro.4c00485]