A3134
3-Aminopropionitrile fumarate salt
synthetic (organic), ≥98% (TLC), irreversible inhibitor of lysyl oxidase, powder
동의어(들):
β-Alaninenitrile
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크기 선택
제품정보 (DICE 배송 시 비용 별도)
Linear Formula:
NH2CH2CH2CN · ½ (HO2CCH=CHCO2H)
CAS 번호:
Molecular Weight:
128.13
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77
EC Number:
218-208-7
Beilstein/REAXYS Number:
3573532
제품 이름
3-Aminopropionitrile fumarate salt, metabolite
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
biological source
synthetic (organic)
assay
≥98% (TLC)
form
powder
mp
177 °C (dec.) (lit.)
solubility
water: 50 mg/mL, clear, colorless to faintly yellow
Quality Level
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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.
signalword
Danger
hcodes
Hazard Classifications
Repr. 1B
저장 등급
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
ppe
Eyeshields, Gloves, type P2 (EN 143) respirator cartridges
Force-driven evolution of mesoscale structure in engineered 3D microtissues and the modulation of tissue stiffening
Zhao R, et al.
Biomaterials, 35(19), 5056-5064 (2014)
LMO1 synergizes with MYCN to promote neuroblastoma initiation and metastasis
Zhu Shizhen, et al.
Cancer Cell, 32(3), 310-323 (2017)
Transforming growth factor-beta2 induces expression of biologically active bone morphogenetic protein-1 in human trabecular meshwork cells
Tovar-Vidales T, et al.
Investigative Ophthalmology & Visual Science, 54(7), 4741-4748 (2013)
HIF2A--LOX Pathway Promotes Fibrotic Tissue Remodeling in Thyroid-Associated Orbitopathy
Hikage F, et al.
Endocrinology, 160(1) (2018)
Shota Tomida et al.
Scientific reports, 9(1), 10751-10751 (2019-07-26)
Aortic dissection is a life-threatening condition, which is characterised by separation of the constituent layers of the aortic wall. We have recently shown that monocyte/macrophage infiltration into the aortic wall is a pathogenic mechanism of the condition. In the present
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