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C5857

Sigma-Aldrich

CA-074 methyl ester

≥99% (TLC)

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C19H31N3O6
Numero CAS:
147859-80-1
Peso molecolare:
397.47
Numero MDL:
MFCD03452890
Codice UNSPSC:
12352108
ID PubChem:
329775104
NACRES:
NA.77

Origine biologica

synthetic (organic)

Livello qualitativo

100

Saggio

≥99% (TLC)

Forma fisica

solid

Temperatura di conservazione

−20°C

Stringa SMILE

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
XGWSRLSPWIEMLQ-RQLZCWDZSA-N

Applicazioni

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

Azioni biochim/fisiol

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

Caratteristiche e vantaggi

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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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
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)
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
Preliminary research on the pathological role of cathepsin-B in subcutaneous heteroplastic pancreatic carcinoma in nude mice
Zhang C, et al.
Chinese Medical Journal (English Edition), 122(20), 2489-2496 (2009)
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