Abcam, ab144482, D-AP5 (mM/ml), NMDA glutamate site antagonist

Size: 50mM / mL / 100mM / mL
MW 197.13 Da, Purity >99%. Competitive NMDA receptor glutamate site antagonist. More active form of DL-AP5. Achieve your results faster with highly validated, pure and trusted compounds.
Key facts
CAS number:79055-68-8,
Purity:>99%,
Form:SolidSee storage information,
Molecular weight:197.13 Da,
Molecular formula:C5H12NO5P,
PubChem:135342,
Nature:Synthetic,
Solubility:Available in multiple formats – ab144482: Soluble in 1 ml of water to give specified mM/ml concentration; ab120003: Soluble in water to 100 mM; ab285210: Supplied,
Biochemical name:5-Phosphono-D-norvaline,
Biological description:Competitive NMDA receptor glutamate site antagonist. More active form of DL-AP5.,
Canonical smiles:C(CC(C(=O)O)N)CP(=O)(O)O,
Isomeric smiles:C(C[C@H](C(=O)O)N)CP(=O)(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,
IUPAC Name:(2R)-2-amino-5-phosphonopentanoic acid

Properties and Storage Information:
Shipped at conditions-Ambient - Can Ship with Ice, Appropriate short-term storage conditions-+4°C, Appropriate long-term storage conditions-+4°C, Storage information-Store under desiccating conditions, The product can be stored for up to 12 months

Supplementary Information:
This supplementary information is collated from multiple sources and compiled automatically.
NMDAR2A NMDAR2B GluN2C NMDAR1 GluN2D NR3A and NR3B are subunits of the NMDA-type glutamate receptor commonly referred to as NMDAR. These subunits form a part of an ionotropic receptor complex important for synaptic plasticity. NMDAR is mainly expressed in the central nervous system particularly in the neuronal synapses of the brain. The receptor is known for its high permeability to calcium ions and has an approximate mass of 148 kDa for its full complex. It is also known as a voltage-dependent ion channel activated by glutamate and glycine.
Biological function summary
These subunits work together to form a tetrameric channel allowing calcium influx when activated. This movement of ions plays a critical role in synaptic transmission and plasticity which underlies learning and memory processes. NMDAR requires co-agonists such as glycine for activation and participates in magnesium block removal when neurons are depolarized. Each subunit confers specific properties to the receptor like modulating its ion channel properties and desensitization kinetics.
Pathways
The NMDA receptor complex functions prominently within the glutamatergic signaling pathway and synaptic plasticity pathways. It is connected to calcium/calmodulin-dependent protein kinase II (CaMKII) which links NMDA receptor activity to downstream signaling cascades such as the mitogen-activated protein kinase (MAPK) pathway. These pathways are important for gene expression synaptic strength and neuronal survival highlighting the significance of NMDAR in neurophysiological processes.
NMDAR subunits are implicated in neurodegenerative diseases like Alzheimer's disease and psychiatric disorders like schizophrenia. Dysregulation of the receptor's activity can lead to excitotoxicity due to excessive calcium ion influx contributing to neuronal damage. Additionally the receptor has links to the amyloid precursor protein (APP) in Alzheimer's where disturbed NMDAR signaling may exacerbate amyloid-beta pathology. In schizophrenia altered NMDAR function and expression levels are considered important factors influencing the disorder's development impacting glutamatergic neurotransmission.