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Merck
CN

C5857

Sigma-Aldrich

CA-074 methyl ester

≥99% (TLC)

Synonym(s):

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

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5 MG
¥4,243.79

About This Item

Empirical Formula (Hill Notation):
C19H31N3O6
CAS Number:
Molecular Weight:
397.47
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.77

¥4,243.79


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biological source

synthetic (organic)

Quality Level

Assay

≥99% (TLC)

form

solid

storage temp.

−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

InChI key

XGWSRLSPWIEMLQ-RQLZCWDZSA-N

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1 of 4

This Item
C5732205531205530
CA-074 ≥98% (HPLC)

C5732

CA-074

CA-074 Me CA-074 Me, CAS 147859-80-1, is a cell-permeable analog of CA-074 that acts as an irreversible inhibitor of intracellular cathepsin B.

205531

CA-074 Me

CA-074 CA-074, also referenced under CAS 134448-10-5, modulates the biological activity of cathepsin B. This small molecule/inhibitor is primarily used for Protease Inhibitors applications.

205530

CA-074

assay

≥99% (TLC)

assay

≥99% (TLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

-

biological source

-

Application

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 Actions

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]

Features and Benefits

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
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)
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

Articles

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

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

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