79055-68-8 Usage
Description
D-AP5 is a selective N-methyl-D-aspartate (NMDA) receptor antagonist with a dissociation constant (Kd) of 1.4 μM. It competitively inhibits the glutamate binding site of NMDA receptors, making it the active (?)-stereoisomer. In contrast, its (+)-isomer (L-AP5) exhibits significantly less potent NMDA receptor antagonist activity. D-AP5 has been extensively utilized in research to study the activity of NMDA receptors, particularly in the context of synaptic plasticity, learning, and memory.
Uses
Used in Neuroscience Research:
D-AP5 is used as a competitive NMDA antagonist for studying the role of NMDA receptors in synaptic plasticity, learning, and memory processes. Its selective inhibition of the NMDA receptor allows researchers to investigate the specific functions and mechanisms of these receptors in various neural pathways and cognitive functions.
Used in Pharmaceutical Development:
D-AP5 is used as a lead compound in the development of new pharmaceuticals targeting the NMDA receptor. Its antagonistic properties make it a valuable tool for designing drugs that can modulate NMDA receptor activity, potentially leading to treatments for neurological disorders and conditions related to synaptic dysfunction.
Used in Neuroprotection Studies:
D-AP5 is used as a neuroprotective agent in research aimed at understanding the role of NMDA receptors in neurodegenerative diseases and conditions involving excitotoxicity. By inhibiting NMDA receptor activity, D-AP5 can help protect neurons from damage and death, providing insights into potential therapeutic strategies for neuroprotection.
Used in Anesthesia and Analgesia Research:
D-AP5 is used as a research tool to investigate the role of NMDA receptors in the mechanisms of anesthesia and analgesia. Its antagonistic effects on NMDA receptors can provide valuable information on the development of new anesthetic and analgesic agents that target these receptors for improved efficacy and safety.
Biological Activity
Widely used competitive NMDA antagonist. More active form of AP5. Also agonist at quisqualate-sensitized AP6 site where it is less potent than the L-isomer (L-(+)-2-Amino-5-phosphonopentanoic acid ). Also available as part of the Mixed NMDA Receptor Tocriset? .
Biochem/physiol Actions
Product does not compete with ATP.
Check Digit Verification of cas no
The CAS Registry Mumber 79055-68-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,9,0,5 and 5 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 79055-68:
(7*7)+(6*9)+(5*0)+(4*5)+(3*5)+(2*6)+(1*8)=158
158 % 10 = 8
So 79055-68-8 is a valid CAS Registry Number.
InChI:InChI=1/C5H12NO5P/c6-4(5(7)8)2-1-3-12(9,10)11/h4H,1-3,6H2,(H,7,8)(H2,9,10,11)/p-2/t4-/m1/s1
79055-68-8Relevant articles and documents
Involucrin gene expression promoter
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Paragraph 0097; 0101, (2019/03/28)
PROBLEM TO BE SOLVED: To provide an involucrin gene expression promoter that has high effect of promoting involucrin gene expression, and is applied to the skin, to quickly increase involucrin concentrations, and markedly improving the barrier function. SOLUTION: An involucrin gene expression promoter contains at least one selected from a compound represented by the following formula (1) [where R1 and R2 are the same or different to represent a hydrogen atom, or a substituent. n is an integer of 1 or greater], a salt thereof, and their hydrates as an active ingredient. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPO&INPIT
Asymmetric synthesis of D-(E)-2-amino-5-phosphono-3-pentenoic acid (APPA) by using a chiral auxiliary
Fukuari, Masashi,Ichimoto, Itsuo,Kirihata, Mitsunori
, p. 680 - 682 (2007/10/03)
The synthesis of D-2-amino-5-phosphono-3-pentenoic acid (1) is reported. The key intermediate, a (2R,3S)-3-hydroxyallylglycine derivative (8), was prepared by the reaction of (5S)-3,6-dimethoxy-5-isopropyl-2,4-dihydropyrazine (2) and acrolein in the presence of chlorotitanium tris(diethylamide). The transformation of 8 into 1 via allylic alcohol 11 was carried out by following the reported route.
A new method for the preparation of (2R)-2-amino-5-phosphonopentanoic acid
Muller,Mann,Taddei
, p. 3289 - 3290 (2007/10/02)
A new and efficient synthesis of (2R)-2-amino-5-phosphonopentanoic acid(AP5) is reported. Our approach is based on a pseudo-Claisen [2,3] sigmatropic rearrangement of an alkyne phosphite.