Gabaculine
Identifiers
CAS number  YesY
PubChem
ChemSpider  N
Jmol-3D images Image 1
Properties
Molecular formula C7H9NO2
Molar mass 139.15186
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N   YesY/N?)

Gabaculine is a naturally occurring neurotoxin first isolated from the bacteria Streptomyces toyacaensis,[1] which acts as a potent and irreversible GABA transaminase inhibitor,[2][3] and also a GABA reuptake inhibitor.[4][5] Gabaculine is also known as 3-Amino-2,3-dihydrobenzoic acid hydrochloride.


References

  1. ^ Kobayashi K, Miyazawa S, Endo A (April 1977). "Isolation and inhibitory activity of gabaculine, a new potent inhibitor of gamma-aminobutyrate aminotransferase produced by a Streptomyces". FEBS Letters 76 (2): 207–10.  
  2. ^ Rando RR (October 1977). "Mechanism of the irreversible inhibition of gamma-aminobutyric acid-alpha-ketoglutaric acid transaminase by the neurotoxin gabaculine". Biochemistry 16 (21): 4604–10.  
  3. ^ Irifune M, Katayama S, Takarada T, et al. (December 2007). "MK-801 enhances gabaculine-induced loss of the righting reflex in mice, but not immobility". Can J Anaesth 54 (12): 998–1005.  
  4. ^ Allan RD, Johnston GAR, Twitchin B. Effects of Gabaculine on uptake, binding and metabolism of GABA. Neuroscience Letters. 1977;4:51-54.
  5. ^ Høg S, Greenwood JR, Madsen KB, Larsson OM, Frølund B, Schousboe A, Krogsgaard-Larsen P, Clausen RP (2006). "Structure-activity relationships of selective GABA uptake inhibitors". Current Topics in Medicinal Chemistry 6 (17): 1861–82.