A3134

3-Aminopropionitrile fumarate salt

metabolite

• Synonyme(s) : β-Alaninenitrile
• Formule linéaire : NH₂CH₂CH₂CN · ½ (HO₂CCH=CHCO₂H)
• Numéro CAS: 2079-89-2
• Poids moléculaire : 128.13
• Beilstein: 3573532
• Numéro CE : 218-208-7
• Numéro MDL: MFCD00013142
• Code UNSPSC : 12352202
• ID de substance PubChem : 24278224
• Nomenclature NACRES : NA.77

Propriétés

• Source biologique: synthetic (organic)
• Essai: ≥98% (TLC)
• Forme: powder
• Pf: 177 °C (dec.) (lit.)
• Solubilité: water: 50 mg/mL, clear, colorless to faintly yellow
• Chaîne SMILES: NCCC#N.NCCC#N.OC(=O)\C=C\C(O)=O
• InChI: 1S/C4H4O4.2C3H6N2/c5-3(6)1-2-4(7)8;2*4-2-1-3-5/h1-2H,(H,5,6)(H,7,8);2*1-2,4H2/b2-1+;;
• Clé InChI: NYMXYZMHOZAPHQ-SEPHDYHBSA-N

Description

Application

3-Aminopropionitrile fumarate salt has been used as a lysyl oxidase (LOX) inhibitor:

• to inhibit collagen cross-linking during microtissue formation and culture[1]
• in LIM domain only 1 (LMO1)- or vector-expressing BE2C neuroblastoma cell line in transwell migration and invasion assay[2]
• in lysyl oxidase (LOX) activity assay[3]
• to study requirement of LOX activity for inducing hypoxia-inducible factor (HIF)2A-dependent stiffness in mouse organoids[4]

Actions biochimiques/physiologiques

3-Aminopropionitrile (β-Aminopropionitrile (BAPN)) functions as an irreversible inhibitor of lysyl oxidase (LOX), an enzyme involved in collagen cross-linking.[1]

In mammals, metabolism of 3-aminopropionitrile leads to release of cyanide ions. Metabolic activity is localized in the microsomal fraction of the liver, and is believed to proceed through a free-radical pathway.

Informations sur la sécurité

• Pictogrammes: GHS08
• Mention d'avertissement: Danger
• Mentions de danger: H360FD
• Conseils de prudence: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Classification des risques: Repr. 1B
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Équipement de protection individuelle: Eyeshields, Gloves, type P2 (EN 143) respirator cartridges