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C5732

Sigma-Aldrich

CA-074

≥99% (TLC)

Sinônimo(s):

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

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About This Item

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

fonte biológica

synthetic (organic)

Nível de qualidade

200

Ensaio

≥99% (TLC)

forma

powder

solubilidade

methanol: 1 mg/mL, clear, colorless

temperatura de armazenamento

−20°C

cadeia de caracteres 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

chave InChI

ZEZGJKSEBRELAS-NSIINPIOSA-N

Aplicação

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)

Ações bioquímicas/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 classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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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
The cathepsin B-selective inhibitors CA-074 and CA-074Me inactivate cathepsin L under reducing conditions
Steverding D
Open enzyme inhibition Journal, 4, 11-16 (2011)
Igor Stern et al.
The Biochemical journal, 381(Pt 2), 511-517 (2004-04-16)
The crystal structure of the inhibitor NS-134 in complex with bovine cathepsin B reveals that functional groups attached to both sides of the epoxysuccinyl reactive group bind to the part of active-site cleft as predicted. The -Leu-Pro-OH side binds to
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
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