5-Iodowillardiine

5-Iodowillardiine

5-Iodowillardiine
Identifiers
CAS number  N
PubChem
ChemSpider  YesY
DrugBank
ChEMBL  YesY
Jmol-3D images Image 1
Image 2
Properties
Molecular formula C7H8IN3O4
Molar mass 325.06 g mol−1
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N   YesY/N?)

5-Iodowillardiine is a selective agonist for the kainate receptor, with only limited effects at the AMPA receptor.[1] It is selective for kainate receptors composed of GluR5 subunits.[2][3] It is an excitotoxic neurotoxin in vivo,[4][5] but has proved highly useful for characterising the subtypes and function of the various kainate receptors in the brain and spinal cord.[6][7][8]

References

  1. ^ Patneau, DK; Mayer, ML; Jane, DE; Watkins, JC (1992). "Activation and desensitization of AMPA/kainate receptors by novel derivatives of willardiine". Journal of Neuroscience 12 (2): 595–606.  
  2. ^ Swanson, GT; Green, T; Heinemann, SF (1998). "Kainate receptors exhibit differential sensitivities to (S)-5-iodowillardiine". Molecular Pharmacology 53 (5): 942–9.  
  3. ^ Cui, C; Mayer, ML (1999). "Heteromeric kainate receptors formed by the coassembly of GluR5, GluR6, and GluR7". Journal of Neuroscience 19 (19): 8281–91.  
  4. ^ Moldrich, RX; Cheung, NS; Pascoe, CJ; Beart, PM (1999). "Excitotoxic injury profiles of low-affinity kainate receptor agonists in cortical neuronal cultures". European Journal of Pharmacology 378 (2): R1–3.  
  5. ^ Moldrich, RX; Beart, PM; Pascoe, CJ; Cheung, NS (2000). "Low-affinity kainate receptor agonists induce insult-dependent apoptosis and necrosis in cultured murine cortical neurons". Journal of neuroscience research 59 (6): 788–96.  
  6. ^ Mascias, P; Scheede, M; Bloms-Funke, P; Chizh, B (2002). "Modulation of spinal nociception by GluR5 kainate receptor ligands in acute and hyperalgesic states and the role of gabaergic mechanisms". Neuropharmacology 43 (3): 327–39.  
  7. ^ Alt, A; Weiss, B; Ogden, AM; Knauss, JL; Oler, J; Ho, K; Large, TH; Bleakman, D (2004). "Pharmacological characterization of glutamatergic agonists and antagonists at recombinant human homomeric and heteromeric kainate receptors in vitro". Neuropharmacology 46 (6): 793–806.  
  8. ^ Jane, DE; Lodge, D; Collingridge, GL (2009). "Kainate receptors: pharmacology, function and therapeutic potential". Neuropharmacology 56 (1): 90–113.