Allylglycine

Allylglycine
Names
IUPAC name
2-Aminopent-4-enoic acid
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.028.809
Properties
C5H9NO2
Molar mass 115.13 g/mol
Appearance white crystalline powder
Density 1.098 g/mL
Melting point 265 °C (509 °F; 538 K)
Boiling point 231 °C (448 °F; 504 K)
Hazards
Main hazards Convulsant
Lethal dose or concentration (LD, LC):
147-195 mg/kg (mice)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Allylglycine is a glycine derivative. It is an inhibitor of glutamate decarboxylase.[2] Inhibition of glutamate decarboxylase blocks GABA biosynthesis, leading to lower levels of the neurotransmitter.[3] Allylglycine is known to induce seizures in animals studies, presumably due to this GDC-inhibiting activity.[4]

References

  1. ↑ Piepho, R. W; Friedman, A. H (1977). "CHRONOPHARMACOLOGY OF STRYCHNINE AND ALLYLGLYCINE IN THE MOUSE". Clinical and Experimental Pharmacology and Physiology. 4 (3): 263. doi:10.1111/j.1440-1681.1977.tb02623.x. PMID 891041.
  2. ↑ Abshire VM, Hankins KD, Roehr KE, DiMicco JA (November 1988). "Injection of L-allylglycine into the posterior hypothalamus in rats causes decreases in local GABA which correlate with increases in heart rate". Neuropharmacology. 27 (11): 1171–7. doi:10.1016/0028-3908(88)90013-5. PMID 3205383.
  3. ↑ Sajdyk T, Johnson P, Fitz S, Shekhar A (August 2008). "Chronic inhibition of GABA synthesis in the bed nucleus of the stria terminalis elicits anxiety-like behavior". J. Psychopharmacol. (Oxford). 22 (6): 633–41. doi:10.1177/0269881107082902. PMC 3065212. PMID 18308797.
  4. ↑ Thomas J, Yang YC (June 1991). "Allylglycine induced seizures in male and female rats". Physiol. Behav. 49 (6): 1181–3. PMID 1654571.


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