A3134

3-Aminopropionitril -fumarat

metabolite

• Synonym(e): β-Alaninenitrile
• Lineare Formel: NH₂CH₂CH₂CN · ½ (HO₂CCH=CHCO₂H)
• CAS-Nummer: 2079-89-2
• Molekulargewicht: 128.13
• Beilstein: 3573532
• EG-Nummer: 218-208-7
• UNSPSC-Code: 12352202
• PubChem Substanz-ID: 24278224
• NACRES: NA.77

Eigenschaften

• Biologische Quelle: synthetic (organic)
• Assay: ≥98% (TLC)
• Form: powder
• mp (Schmelzpunkt): 177 °C (dec.) (lit.)
• Löslichkeit: 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+;;
• InChIKey: NYMXYZMHOZAPHQ-SEPHDYHBSA-N

Beschreibung

Anwendung

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. Wirkung

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.

Sicherheitshinweise

• Piktogramme: GHS08
• Signalwort: Danger
• H-Sätze: H360FD
• P-Sätze: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Gefahreneinstufungen: Repr. 1B
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type P2 (EN 143) respirator cartridges