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Allylglycine information


Allylglycine
Names
Preferred IUPAC name
2-Aminopent-4-enoic acid
Identifiers
CAS Number
  • 7685-44-1 ☒N
3D model (JSmol)
  • Interactive image
  • Interactive image
ChemSpider
  • 13425 checkY
ECHA InfoCard 100.028.809 Edit this at Wikidata
PubChem CID
  • 14044
CompTox Dashboard (EPA)
  • DTXSID701313217 Edit this at Wikidata
InChI
  • InChI=1S/C5H9NO2/c1-2-3-4(6)5(7)8/h2,4H,1,3,6H2,(H,7,8) checkY
    Key: WNNNWFKQCKFSDK-UHFFFAOYSA-N checkY
  • 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
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 checkY☒N ?)
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]

  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.

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Allylglycine

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Allylglycine is a glycine derivative. It is an inhibitor of glutamate decarboxylase. Inhibition of glutamate decarboxylase blocks GABA biosynthesis, leading...

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Hydrochloride

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Acids by the Alkylation of Pseudoephedrine Glycinamide: L-Allylglycine and N-BOC-l-Allylglycine". Organic Syntheses. 76: 57. doi:10.15227/orgsyn.076.0057...

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Glycine methyl ester hydrochloride

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Acids by the Alkylation of Pseudoephedrine Glycinamide: L-Allylglycine and N-BOC-l-Allylglycine". Organic Syntheses. 76: 57. doi:10.15227/orgsyn.076.0057...

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Ibotenic acid

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Glutamate decarboxylase Inhibitors: 3-Mercaptopropionic acid AAOA L-Allylglycine Semicarbazide Activators: 3-Methyl-GABA GABA-TTooltip γ-Aminobutyrate...

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Theanine

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Furosemide

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Alanine transaminase

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Glutamate decarboxylase

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glutamate decarboxylase by 2-keto-4-pentenoic acid, a metabolite of allylglycine". J Neurochem. 32 (3): 907–13. doi:10.1111/j.1471-4159.1979.tb04574.x...

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Valproate

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Glutamic acid

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Aspartate transaminase

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GABA reuptake inhibitor

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Butyric acid

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C5H9NO2

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molecular formula C5H9NO2 (molar mass : 115.13 g/mol) may refer to: Allylglycine (+)-cis-2-Aminomethylcyclopropane carboxylic acid N-Formylmorpholine...

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GABA

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Chloroquine

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Glossary of chemical formulae

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Vigabatrin

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Guanosine triphosphate

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Glutamine synthetase

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Phenelzine

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Muscimol

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Epigallocatechin gallate

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Aspartic acid

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Isoniazid

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Trypan blue

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Riluzole

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