Names | |
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Preferred IUPAC name
N-(20-Amino-4-hydroxy-4,8,12,17-tetraazaicosan-1-yl)-2-(9H-purin-3-yl)acetamide | |
Other names
Agatoxin 489
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C26H47N7O2 | |
Molar mass | 489.69708 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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AG 489 (or agatoxin 489) is a component of the venom produced by Agelenopsis aperta,[1] a North American funnel web spider. It inhibits the ligand gated ion channel TRPV1 through a pore blocking mechanism.[2]
To identify new inhibitors, capsaicin receptor channels (TRPV1) were screened from a venom library for activity against these channels. In result, the robust inhibitory activity was found in the venom. Venom fractionation utilizing a reversed phase HPLC [2] which led to the purification of the two acylpolyamine toxins, AG489 and AG505. Both of these inhibit the TRPV1 channels [3] from the extracellular membrane side. From the pore blocking mechanism, the pore mutations that change toxic affinity were identified. As a result, the four mutants decreased toxic affinity and several mutants increased it. Therefore, this was consistent with the scanned TM5-TM6 linker region [4] being the outer vestibule of the channels and further confirming that AG489 is a pore blocker.