D-AP5

NMDA receptor antagonist

Catalog No. SIH-411

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CAS No. 79055-68-8
Molecular Formula C5H12NO5P
SKU: SIH-411 Categories: ,

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SIH-411_DAP5_Chemical_Structure.png
Product Name D-AP5
Description

NMDA receptor antagonist

Purity >99.5
CAS No. 79055-68-8
Molecular Formula C5H12NO5P
Molecular Weight 197.13
Field of Use Not for use in humans. Not for use in diagnostics or therapeutics. For in vitro research use only.

Properties

Storage Temperature -20ºC
Shipping Temperature Shipped Ambient
Product Type Antagonist
Solubility Soluble in 100 mM water
Source Synthetic
Appearance White solid
SMILES [C@@H]([NH3+])(CCC[P]([O-])([O-])=O)C([O-])=O
InChI 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
InChIKey VOROEQBFPPIACJ-SCSAIBSYSA-N
Safety Phrases Classification: D2B Toxic Material Causing Other Toxic Effects, Moderate skin irritant, Moderate respiratory irritant, Moderate eye irritant
Safety Phrases:
S22 - Do not breathe dust.
S24/25 - Avoid contact with skin and eyes.
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
Hazard statements:
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Precautionary statements:
P261 Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
P264 Wash skin thoroughly after handling.
P271 Use only outdoors or in a well-ventilated area.
P280 Wear protective gloves/ eye protection/ face protection.
P302 + P352 IF ON SKIN: Wash with plenty of soap and water.
P304 + P340 IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
Cite This Product D-AP5 (StressMarq Biosciences Inc., Victoria BC CANADA, Catalog # SIH-411)

Biological Description

Alternative Names D-amino-5-phosphonopentaoic acid
Research Areas Glutamate Receptors, Ion Channels, Neuroscience, Neurotransmitter Receptors, NMDA Receptors
PubChem ID 135342
Scientific Background D-AP5 (D-(-)-2-Amino-5-phosphonopentanoic acid) is a selective, competitive antagonist of the NMDA receptor, specifically targeting the glutamate binding site. NMDA receptors are critical for synaptic plasticity, learning, and memory, but their overactivation leads to excitotoxicity—a key contributor to neuronal death in neurodegenerative diseases such as Alzheimer’s, Huntington’s, and ALS. D-AP5 is widely used in neuroscience to investigate NMDA receptor-mediated signaling, synaptic transmission, and neuroprotection. By blocking excitotoxic calcium influx, D-AP5 serves as a valuable tool for studying mechanisms of neuronal injury and for developing therapeutic strategies aimed at modulating glutamatergic dysfunction in the CNS.
References 1. Davies J., & Watkins J. (1982) Brain Res. 378-86.
2. Schulte M., Roon R., Chalmers D., Sunter D., & Koerner J. (1994) Brain Res. 203-7.

Product Images

<p>Chemical structure of D-AP5 (SIH-411), a Glutamate-NMDA receptor antagonist. CAS #: 79055-68-8. Molecular Formula: C5H12NO5P. Molecular Weight: 197.13 g/mol.</p>

Chemical structure of D-AP5 (SIH-411), a Glutamate-NMDA receptor antagonist. CAS #: 79055-68-8. Molecular Formula: C5H12NO5P. Molecular Weight: 197.13 g/mol.

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