Allylglycine

Allylglycine
Names
Preferred IUPAC name
2-Aminopent-4-enoic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.028.809
  • InChI=1S/C5H9NO2/c1-2-3-4(6)5(7)8/h2,4H,1,3,6H2,(H,7,8) Y
    Key: WNNNWFKQCKFSDK-UHFFFAOYSA-N Y
  • InChI=1/C5H9NO2/c1-2-3-4(6)5(7)8/h2,4H,1,3,6H2,(H,7,8)
    Key: WNNNWFKQCKFSDK-UHFFFAOYAL
  • C=CCC(C(=O)O)N
  • O=C(O)C(N)CC=C
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
Occupational safety and health (OHS/OSH):
Main hazards
 Convulsant
Lethal dose or concentration (LD, LC):
147-195 mg/kg (mice, intraperitoneal)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)

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

See also

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): 263–6. doi:10.1111/j.1440-1681.1977.tb02623.x. PMID 891041. S2CID 25088608.
  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. S2CID 32655173.
  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. doi:10.1016/0031-9384(91)90348-R. PMID 1654571. S2CID 10506822.


This article about an alkene is a stub. You can help Wikipedia by expanding it.

This drug article relating to the nervous system is a stub. You can help Wikipedia by expanding it.