Acide 2-amino-5-phosphonovalérique
L'acide 2-amino-5-phosphonovalérique, parfois abrégé en APV (ou AP5) est un antagoniste sélectif des récepteurs NMDA qui inhibe par compétition le site actif de ces récepteurs. Son nom en nomenclature IUPAC est l'acide 2-amino-5-phosphonopentanoïque.
Texte anglais Ă traduire :
APV blocks the cellular analog of classical conditioning in the sea slug Aplysia californica, and has similar effects on Aplysia long-term potentiation, since NMDA receptors are required for both. It is sometimes used in conjunction with the calcium chelator BAPTA to determine whether NMDARs are required for a particular cellular process.
APV is generally very fast acting within in vitro preparations, and can block NMDA receptor action at a reasonably small dose. The active isomer of APV is considered to be the D configuration, although many preparations are available as a racemic mixture of D- and L-isomers. It is useful to isolate the action of other glutamate receptors in the brain, i.e. AMPA and kainate receptors.
APV can block the conversion of a silent synapse to an active one, since this conversion is NMDA receptor-dependent.
APV was developed by Jeff Watkins and Harry Olverman.
| Acide 2-amino-5-phosphonovalérique | |
| |
| Identification | |
|---|---|
| Nom UICPA | acide (2R)-2-amino-5-phosphonopentanoĂŻque |
| No CAS | (racémique) |
| No ECHA | 100.150.904 |
| SMILES | |
| InChI | |
| Propriétés chimiques | |
| Formule | C5H12NO5P [Isomères] |
| Masse molaire[1] | 197,126 2 ± 0,006 5 g/mol C 30,46 %, H 6,14 %, N 7,11 %, O 40,58 %, P 15,71 %, |
| Unités du SI et CNTP, sauf indication contraire. | |
Références
- Masse molaire calculée d’après « Atomic weights of the elements 2007 », sur www.chem.qmul.ac.uk.