A3539

3-Amino-2,3-dihydrobenzoic acid hydrochloride

≥98%

• Sinónimos: 5-Amino-1,3-cyclohexadiene-1-carboxylic acid hydrochloride, Gabaculine hydrochloride
• Fórmula empírica (notación de Hill): C₇H₉NO₂ · HCl
• Número de CAS: 59556-17-1
• Peso molecular: 175.61
• Beilstein/REAXYS Number: 4552667
• EC Number: 261-802-6
• MDL number: MFCD00036983
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278213

Propiedades

• assay: ≥98%
• mp: 203 °C (dec.) (lit.)
• storage temp.: 2-8°C
• SMILES string: Cl[H].NC1CC(=CC=C1)C(O)=O
• InChI: 1S/C7H9NO2.ClH/c8-6-3-1-2-5(4-6)7(9)10;/h1-3,6H,4,8H2,(H,9,10);1H
• InChI key: OBZFLUDUSNCZKL-UHFFFAOYSA-N
• Gene Information: human ... GABRG1(2565) , GABRG2(2566) , GABRG3(2567)

Descripción

General description

γ-aminobutyric acid (GABA) is an inhibitory neurotransmitter that binds selective transmembrane receptors, resulting in gating of ion channels in the central nervous system. GABA that is released from the receptors is degraded by GABA-transaminase. Gabaculine (3-Amino-2,3-dihydrobenzoic acid) is a neurotoxin that was first isolated from Streptomyces toyocaenis and is a conformationally constrained analog of GABA. Gabaculine inhibits GABA-transaminase, which results in an increase of endogenous GABA in the brain and spinal cord.

Biochem/physiol Actions

3-Amino-2,3-dihydrobenzoic acid hydrochloride potently and specifically inhibits GABA-transaminase (GABA-T), resulting in inhibited degradation of GABA. May inhibit glutamic acid decarboxylase (GAD), though it is 1000-fold more effective as a GABA-T inhibitor than as a GAD inhibitor.

Información de seguridad

• Storage Class: 13 - Non Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)