Gabaculine
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| Gabaculine | |
|---|---|
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(RS)-5-amino-1-cyclohexa-1,3-dienecarboxylic acid |
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| Identifiers | |
| CAS number | 87980-11-8 |
| PubChem | 3445 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C7H9NO2 |
| Molar mass | 139.15186 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references |
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]
[edit] References
- ^ 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. doi:10.1016/0014-5793(77)80153-1. PMID 862902. http://linkinghub.elsevier.com/retrieve/pii/0014-5793(77)80153-1.
- ^ 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. doi:10.1021/bi00640a012. PMID 410442.
- ^ 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. doi:10.1007/BF03016634. PMID 18056209.
- ^ Allan RD, Johnston GAR, Twitchin B. Effects of Gabaculine on uptake, binding and metabolism of GABA. Neuroscience Letters. 1977;4:51-54.
- ^ 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. doi:10.2174/156802606778249801. PMID 17017962. http://www.bentham-direct.org/pages/content.php?CTMC/2006/00000006/00000017/0005R.SGM.
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