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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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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
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Chinese Medical Journal (English Edition), 122(20), 2489-2496 (2009)
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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
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