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C5732

Sigma-Aldrich

CA-074

≥98% (HPLC)

Sinónimos:

(L-3-trans-(Propylcarbamyl)oxirane-2-carbonyl)-L-isoleucyl-L-proline

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About This Item

Fórmula empírica (notación de Hill):
C18H29N3O6
Número de CAS:
134448-10-5
Peso molecular:
383.44
Número MDL:
MFCD00797531
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
24892580
NACRES:
NA.77

origen biológico

synthetic (organic)

Nivel de calidad

200

Ensayo

≥98% (HPLC)

Formulario

powder

solubilidad

methanol: 1 mg/mL, clear, colorless

temp. de almacenamiento

−20°C

cadena SMILES

CCCNC(=O)[C@H]1O[C@@H]1C(=O)N[C@@H]([C@H](C)CC)C(=O)N2CCC[C@H]2C(O)=O

InChI

1S/C18H29N3O6/c1-4-8-19-15(22)13-14(27-13)16(23)20-12(10(3)5-2)17(24)21-9-6-7-11(21)18(25)26/h10-14H,4-9H2,1-3H3,(H,19,22)(H,20,23)(H,25,26)/t10?,11-,12-,13-,14-/m0/s1

Clave InChI

ZEZGJKSEBRELAS-NSIINPIOSA-N

Aplicación

CA-074 has been used as a cathepsin B inhibitor:
  • to study its effect on pseudotyped viruses bearing S proteins harboring R642M and N714K using HeLa cells
  • to determine the role of autophagy in glucose deprivation (GD)-induced damage
  • to study its effects on neuronal function upon exposure to His-cathepsin B (CATB)

Acciones bioquímicas o fisiológicas

CA-074 is a potent and a selective inhibitor of cathepsin B. It is useful to study the biological function of cathepsin B in vivo. Studies show that CA-074 can also inhibit cathepsin L under reducing conditions.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
SLCN6839
SLCL7511
SLCL0989
SLCB8931
SLBX5549

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Clément Naudin et al.
PloS one, 6(9), e25577-e25577 (2011-10-08)
Cysteine cathepsins have emerged as new players in inflammatory lung disorders. Their activities are dramatically increased in the sputum of cystic fibrosis (CF) patients, suggesting that they are involved in the pathophysiology of CF. We have characterized the cathepsins in
M Murata et al.
FEBS letters, 280(2), 307-310 (1991-03-25)
A series of new epoxysuccinyl peptides were designed and synthesized to develop a specific inhibitor of cathepsin B. Of these compounds, N-(L-3-trans-ethoxycarbonyloxirane-2-carbonyl)-L-isoleucyl-L-proli ne (compound CA-030) and N-(L-3-trans-propylcarbamoyloxirane-2-carbonyl)-L-isoleucyl-L-prol ine (compound CA-074) were the most potent and specific inhibitors of cathepsin B
Kazuya Shirato et al.
Journal of virology, 91(1) (2016-11-01)
Human coronavirus 229E (HCoV-229E), a causative agent of the common cold, enters host cells via two distinct pathways: one is mediated by cell surface proteases, particularly transmembrane protease serine 2 (TMPRSS2), and the other by endosomal cathepsin L. Thus, specific
Giuseppe Nicastro et al.
Proceedings of the National Academy of Sciences of the United States of America, 102(30), 10493-10498 (2005-07-16)
The Josephin domain plays an important role in the cellular functions of ataxin-3, the protein responsible for the neurodegenerative Machado-Joseph disease. We have determined the solution structure of Josephin and shown that it belongs to the family of papain-like cysteine
Masashi Asai et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 25(10), 3720-3730 (2011-07-13)
γ-Secretase catalyzes the cleavage of the intramembrane region of the Alzheimer amyloid precursor protein (APP), generating p3, amyloid-β peptide (Aβ), and the APP intracellular domain (AICD). Although a γ-secretase inhibitor has been shown to cause an accumulation of the APP
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