3-Aminopropylphosphonic Acid

SKU: orb1692214

Description

3-Aminopropylphosphonic acid (3-APPA) is a phosphonate structural analog of γ-aminobutyric acid (GABA). It functions as a partial agonist at GABAB receptors, exhibiting an IC50 of 1.5 μM in binding assays. This compound is utilized in neuroscience research to study GABAB receptor pharmacology and signaling in both cellular and animal models.

Research Area

Neuroscience, Pharmacology & Drug Discovery

Key Properties

• CAS Number: 13138-33-5
• MW: 139.09
• Purity: 99.84% (May vary between batches)
• Formula: C₃H₁₀NO₃P
• SMILES: C([P](O)(O)=O)CCN
• Target: GABA Receptor
• Solubility: Ethanol:PBS (pH 7.2) (1:3):0.25 mg/mL (1.8 mM);H2O:105 mg/mL (754.91 mM);DMF:5 mg/mL (35.95 mM);Ethanol:30 mg/mL (215.69 mM);DMSO:< 1 mg/mL (insoluble or slightly soluble)

Bioactivity

• In Vivo:
  3-aminopropylphosphonic acid induces relaxation in unstimulated isolated guinea pig ileum longitudinal muscle and reverses GABA- and baclofen-induced inhibition of twitch responses in isolated guinea pig ileum longitudinal muscle. 3-APPA (5 mg/kg) completely inhibits GABA- and baclofen-induced inhibition of vagally stimulated bronchospasms in guinea pigs. It also reverses the antitussive effect of baclofen in cats when administered at a dose of 3 mg/kg.
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• In Vitro:
  3-aminopropylphosphonic acid (IC50 1.5 microM) and 4-aminobutyl-phosphonic acid (IC50 3.9 μM) were much more potent than anticipated from their relatively weak GABAB antagonist actions . 3-aminopropylphosphonic acid was a potent inhibitor (IC50 6μM) of the binding of [3H]GABA to rat brain mem branes under GABAB conditions, i.e. in the presence of 0.1 mM isoguvacine and dis placeable by 0.1 mM (+)-baclofen .
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Storage & Handling

• Storage: -20°C
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

3 Aminopropylphosphonic Acid, 3Aminopropylphosphonic Acid, 3-Aminopropylphosphonic Acid, GABA Receptor, GABAReceptor, GABAB

Compound Identifiers

PubChem CID

97587