Allylglycine
Names
Preferred IUPAC name
Identifiers
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
C5 H9 NO2
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)[ 1]
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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
Ionotropic
GABAA Tooltip γ-Aminobutyric acid A receptor
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GABAA -ρ Tooltip γ-Aminobutyric acid A-rho receptor
Metabotropic
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Transporter
EAATs Tooltip Excitatory amino acid transporters vGluTs Tooltip Vesicular glutamate transporters
Enzyme
GAH Tooltip Glutamine aminohydrolase (glutaminase) AST Tooltip Aspartate aminotransferase ALT Tooltip Alanine aminotransferase GDH Tooltip Glutamate dehydrogenase GS Tooltip Glutamine synthetase GAD Tooltip Glutamate decarboxylase