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L-Allylglycine

CAT: 0013-GTR19216525-01Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19216525-01Size:500 mg
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Description
L-Allylglycine is a potent inhibitor of the synthetic enzyme for GABA, glutamic acid decarboxylase. (In Vitro) :L-allylglycine inhibits glutamic acid decarboxylase (GAD) only when used at high concentrations (1-80 mM) . The more potent in vivo activity can be attributed to metabolic conversion of L-allylglycine to 2-keto-4-pentanoic acid, a more potent convulsant and GAD inhibitor. (In Vivo) :The stereoisomers of allylglycine were injected into the posterior hypothalamus at a site also shown to be reactive to bicuculline. Injection of L-allylglycine but not D-allylglycine caused substantial increases in heart rate but only slight increases in blood pressure.
CAS Number
16338-48-0
Product Name Alternative
(S) - (-) -2-Amino-4-pentenoic acid
Purity
>98% (HPLC)
Solubility
In Vitro: H2O : 50 mg/mL (434.29 mM)
Smiles
N[C@@H] (CC=C) C (O) =O
Molecular Formula
C5H9NO2
Molecular Weight
115.132
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

s-Allylglycine

L-allylglycine is the L-enantiomer of allylglycine. It is a GABA synthesis inhibitor. It has a role as an EC 4.1.1.15 (glutamate decarboxylase) inhibitor and a convulsant. It is an enantiomer of a D-allylglycine.

CAS Number16338-48-0
PubChem CID167529
IUPAC Name(2S)-2-aminopent-4-enoic acid
Molecular FormulaC5H9NO2
Molecular Weight115.13
XLogP-2.3
Topological Polar Surface Area63.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Heavy Atom Count8
Formal Charge0
Complexity101
SMILES
C=CC[C@@H](C(=O)O)N
InChI
InChI=1S/C5H9NO2/c1-2-3-4(6)5(7)8/h2,4H,1,3,6H2,(H,7,8)/t4-/m0/s1
InChIKey
WNNNWFKQCKFSDK-BYPYZUCNSA-N
Chemical Structure
2D Structure
2D structure of s-Allylglycine
CAS: 16338-48-0
CID: 167529
Formula: C5H9NO2
MW: 115.13
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight115.13
XLogP3-2.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass115.063328530
Monoisotopic Mass115.063328530
Topological Polar Surface Area63.3 Ų
Heavy Atom Count8
Formal Charge0
Complexity101
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes