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About This Item

Linear Formula:
NH2CH2CH2CN · ½ (HO2CCH=CHCO2H)
CAS Number:
2079-89-2
Molecular Weight:
128.13
Beilstein/REAXYS Number:
3573532
EC Number:
218-208-7
MDL number:
MFCD00013142
UNSPSC Code:
12352202
PubChem Substance ID:
24278224
NACRES:
NA.77
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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

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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.

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H360FD

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

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Certificates of Analysis (COA)

Lot/Batch Number
SLCK2821
SLCK3301
SLCJ1262
SLCG8333
SLCF5110

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