A3134

3-Aminopropionitrile fumarate salt

metabolite

• Sinónimos: β-Alaninenitrile
• Fórmula lineal: NH₂CH₂CH₂CN · ½ (HO₂CCH=CHCO₂H)
• Número de CAS: 2079-89-2
• Peso molecular: 128.13
• Beilstein/REAXYS Number: 3573532
• EC Number: 218-208-7
• UNSPSC Code: 12352202
• PubChem Substance ID: 24278224
• NACRES: NA.77

Propiedades

• biological source: synthetic (organic)
• Quality Level: 200
• assay: ≥98% (TLC)
• form: powder
• mp: 177 °C (dec.) (lit.)
• solubility: water: 50 mg/mL, clear, colorless to faintly yellow
• SMILES string: 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+;;
• InChI key: NYMXYZMHOZAPHQ-SEPHDYHBSA-N

Descripción

Application

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

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

Biochem/physiol Actions

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

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.

Información de seguridad

• pictograms: GHS08
• signalword: Danger
• hcodes: H360FD
• pcodes: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Repr. 1B
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• ppe: Eyeshields, Gloves, type P2 (EN 143) respirator cartridges