Allylglycine
Names | |
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Preferred IUPAC name 2-Aminopent-4-enoic acid | |
Identifiers | |
CAS Number |
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3D model (JSmol) |
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ChemSpider |
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ECHA InfoCard | 100.028.809 |
PubChem CID |
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CompTox Dashboard (EPA) |
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InChI
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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 | |
Occupational safety and health (OHS/OSH): | |
Main hazards | Convulsant |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) | 147-195 mg/kg (mice, intraperitoneal)[1] |
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 ?) Infobox references |
Chemical compound
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]
See also
References
- ^ 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.
- ^ 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.
- ^ 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.
- ^ 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.
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GABA receptor modulators
GABABTooltip γ-Aminobutyric acid B receptor |
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- See also
- Receptor/signaling modulators
- GABAA receptor positive modulators
- GABA metabolism/transport modulators
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