76326-31-3 Usage
Description
DL-2-Amino-5-phosphonopentanoic acid, also known as AP5, is an organic compound that serves as a potent and selective antagonist of the N-methyl-D-aspartate (NMDA) receptor. It is the 5-phosphono derivative of 2-aminopentanoic acid and plays a significant role in the study and modulation of NMDA receptor activity.
Uses
Used in Neuroscience Research:
DL-2-Amino-5-phosphonopentanoic acid is used as a research tool for inactivating NMDA-mediated synapses, which helps in understanding the role of these receptors in various neurological processes and disorders.
Used in Cell Culture:
In the growth medium, DL-2-Amino-5-phosphonopentanoic acid is used as an inhibitor of electrical activity in the neuronal network, allowing for the study of neuronal development and function without the confounding effects of electrical activity.
Used in Electrophysiology:
DL-2-Amino-5-phosphonopentanoic acid is used to isolate NMDA receptors (NMDAR) or α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor (AMPAR)-mediated currents. This isolation is crucial for studying the specific functions and properties of these receptors.
Used in Double Distilled Water:
DL-2-Amino-5-phosphonopentanoic acid is used in double distilled water to compare its NMDA antagonistic action with that of prion protein (PrPC), providing insights into the mechanisms of NMDA receptor antagonism and potential therapeutic applications.
Biological Activity
Potent NMDA antagonist. See separate isomers (D-(-)-2-Amino-5-phosphonopentanoic acid and L-(+)-2-Amino-5-phosphonopentanoic acid ).
Biochem/physiol Actions
Anticonvulsant; potent and selective NMDA receptor antagonist.
Check Digit Verification of cas no
The CAS Registry Mumber 76326-31-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,6,3,2 and 6 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 76326-31:
(7*7)+(6*6)+(5*3)+(4*2)+(3*6)+(2*3)+(1*1)=133
133 % 10 = 3
So 76326-31-3 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)/t4-/m0/s1
76326-31-3Relevant articles and documents
A new method for the preparation of (2R)-2-amino-5-phosphonopentanoic acid
Muller,Mann,Taddei
, p. 3289 - 3290 (1993)
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.
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
Phosphorus-containing aminocarboxylic acids. VI. Improved synthesis of 2-amino-5-phosphonopentanoic acid
Rozhko,Ragulin,Tsvetkov
, p. 1065 - 1067 (2007/10/03)
An improved three-step procedure for the synthesis of 2-amino-5-phosphonopentanoic acid is proposed.
