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3-Aminopropionitrile fumarate salt

SIGMA/A3134 - metabolite

Synonym: β-Alaninenitrile

CAS Number: 2079-89-2
Empirical Formula (Hill Notation): C3H6N2 · 0.5C4H4O4
Molecular Weight: 128.13
EC Number: 218-208-7
MDL Number: MFCD00013142
Linear Formula: NH2CH2CH2CN · ½ (HO2CCH=CHCO2H)
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-A3134-5G 5 g
 $122.00
1/EA		 Add To Favorites
45-A3134-10G 10 g
 $203.00
1/EA		 Add To Favorites
45-A3134-25G 25 g
 $405.00
1/EA		 Add To Favorites
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: A3134-25G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: A3134-10G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: A3134-5G

 

assay ≥98% (TLC)
biological source synthetic (organic)
form powder
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
mp 177 °C (dec.) (lit.)
Quality Level 200 
SMILES string NCCC#N.NCCC#N.OC(=O)C=CC(O)=O
solubility water: 50 mg/mL, clear, colorless to faintly yellow
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.
Biochem/physiol Actions: 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.
Packaging: 5, 10, 25 g in poly bottle
Purity ≥98% (TLC)
mp 177 °C (dec.) (lit.)
UNSPSC 12352202

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