Allylglycine

Allylglycine

Names
IUPAC name 2-Aminopent-4-enoic acid
Identifiers
CAS Number	7685-44-1
ChemSpider	13425
Jmol interactive 3D	Image Image
PubChem	14044
InChI InChI=1S/C5H9NO2/c1-2-3-4(6)5(7)8/h2,4H,1,3,6H2,(H,7,8) Key: WNNNWFKQCKFSDK-UHFFFAOYSA-N InChI=1/C5H9NO2/c1-2-3-4(6)5(7)8/h2,4H,1,3,6H2,(H,7,8) Key: WNNNWFKQCKFSDK-UHFFFAOYAL
SMILES C=CCC(C(=O)O)N O=C(O)C(N)CC=C
Properties
Chemical formula	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	Irritant
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 the enzyme glutamate decarboxylase.^[1] Inhibition of glutamate decarboxylase blocks GABA biosynthesis, leading to lower levels of the neurotransmitter.^[2] Allylglycine is known to induce seizures in animals studies, presumably due to this GDC-inhibiting activity.^[3]

References

1. 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.
2. 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.
3. Thomas J, Yang YC (June 1991). "Allylglycine induced seizures in male and female rats". Physiol Behav. 49 (6): 1181–3. PMID 1654571.