A8378
DL-2-Allylglycine
Synonym(s):
(±)-2-Amino-4-pentenoic acid, DL-C-Allylglycine
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All Photos(5)
About This Item
Linear Formula:
H2C=CHCH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
115.13
Beilstein:
1748645
EC Number:
MDL number:
UNSPSC Code:
12352200
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26
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Assay
≥98% (TLC)
form
powder
color
white
mp
258-260 °C (lit.)
application(s)
peptide synthesis
storage temp.
−20°C
SMILES string
NC(CC=C)C(O)=O
InChI
1S/C5H9NO2/c1-2-3-4(6)5(7)8/h2,4H,1,3,6H2,(H,7,8)
InChI key
WNNNWFKQCKFSDK-UHFFFAOYSA-N
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Biochem/physiol Actions
DL-2-Allylglycine is a racemic mixture of L- and D-allylglycine. D-allylglycine is the enantiomer of L-allylglycine, a glutamate decarboxylase (GAD) inhibitor used in GABA research. D-allylglycine may be used as a control supplement versus L-allylglycine in GABA research. D-allylglycine is used in the organic synthesis of cyclic opioid peptide agonists and antagonists.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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S Moyanova et al.
Acta physiologica et pharmacologica Bulgarica, 15(1), 47-53 (1989-01-01)
The effect of DL-allylglycine (DL-AG) in two doses (40 and 60 mg/kg i.v.) was studied on cats under acute conditions. DL-AG provoked the appearance of epileptiform EEG patterns either spontaneous or in response to intermittent light stimulation with a frequency
Non-centrosymmetric racemates: space-group frequencies and conformational similarities between crystallographically independent molecules.
Dalhus B, Gorbitz CH.
Acta Physiologica Et Pharmacologica Bulgarica, 56, 715-719 (2000)
D A Kunz et al.
Journal of bacteriology, 148(1), 72-82 (1981-10-01)
Spontaneous mutants which acquired the ability to utilize d-allylglycine (d-2-amino-4-pentenoic acid) and dl-cis-crotylglycine (dl-2-amino-cis-4-hexenoic acid) but not l-allylglycine or dl-trans-crotylglycine could be readily isolated from Pseudomonas putida mt-2 (PaM1). Derivative strains of PaM1 putatively cured of the TOL (pWWO) plasmid
M Bottlaender et al.
European journal of pharmacology, 321(1), 13-17 (1997-02-19)
The influence of decreased endogenous gamma-aminobutyric acid (GABA) concentration on benzodiazepine receptor function was studied in the brain of living baboons. Positron emission tomography and the radiotracer [11C]flumazenil combined with electroencephalography were used to determine the pharmacological properties of two
Tadashi Saigusa et al.
Neuropharmacology, 62(2), 907-913 (2011-10-04)
GABA released from accumbal GABAergic interneurons plays an inhibitory role in the regulation of dopamine efflux through GABA(B) and GABA(A) receptors located on accumbal dopaminergic nerve endings. The cytosolic newly synthesised GABA alters vesicular GABA levels and, accordingly, the amount
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