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Merck

C5857

Sigma-Aldrich

CA-074 methyl ester

≥99% (TLC)

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C19H31N3O6
CAS-Nummer:
Molekulargewicht:
397.47
MDL-Nummer:
UNSPSC-Code:
12352108
PubChem Substanz-ID:
NACRES:
NA.77

CHF 396.00


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Biologische Quelle

synthetic (organic)

Qualitätsniveau

Assay

≥99% (TLC)

Form

solid

Lagertemp.

−20°C

SMILES String

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

InChI

1S/C19H31N3O6/c1-5-9-20-16(23)14-15(28-14)17(24)21-13(11(3)6-2)18(25)22-10-7-8-12(22)19(26)27-4/h11-15H,5-10H2,1-4H3,(H,20,23)(H,21,24)/t11?,12-,13-,14-,15-/m0/s1

InChIKey

XGWSRLSPWIEMLQ-RQLZCWDZSA-N

Anwendung

CA-074 methyl ester has been used as cathepsin B inhibitor in cardiomyocytes,[1] HeLa cells[2] and human pancreatic cancer PANC-1 cells.[3]

Biochem./physiol. Wirkung

CA-074 methyl ester is a cell-permeable analog of CA-074. It is an inhibitor of cathepsin B especially the intracellular type.[4] and undergoes intracellular transition into active CA-074 by the action of esterases. CA-074 methyl ester also inhibits cathepsin L.[5]

Leistungsmerkmale und Vorteile

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Die Dokumentenbibliothek aufrufen

The cathepsin B-selective inhibitors CA-074 and CA-074Me inactivate cathepsin L under reducing conditions
Steverding D
Open enzyme inhibition Journal, 4(1), 3493-3500 (2011)
An intracellular form of cathepsin B contributes to invasiveness in cancer
Szpaderska AM and Frankfater A
Cancer Research, 61(8), 3493-3500 (2001)
Chee Fan Tan et al.
Cells, 9(5) (2020-05-30)
Studies have shown that the process of extracellular vesicles (EVs) secretion and lysosome status are linked. When the lysosome is under stress, the cells would secrete more EVs to maintain cellular homeostasis. However, the process that governs lysosomal activity and
D J Buttle et al.
Archives of biochemistry and biophysics, 299(2), 377-380 (1992-12-01)
The specificity of compound CA074 [N-(L-3-trans-propylcarbamoyloxirane-2-carbonyl)-L-isoleucyl-L-pro line] for the inactivation of cathepsin B was quantified in in vitro measurements with cysteine endopeptidases from cattle, it being found that the compound is a very rapid inactivator of cathepsin B (rate constant
Cathepsin B deficiency attenuates cardiac remodeling in response to pressure overload via TNF-alpha/ASK1/JNK pathway
Wu QQ, et al.
American Journal of Physiology. Heart and Circulatory Physiology, 308(9), H1143-H1154 (2015)

Artikel

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

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