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C5857

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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About This Item

Empirical Formula (Hill Notation):
C19H31N3O6
CAS Number:
147859-80-1
Molecular Weight:
397.47
NACRES:
NA.77
PubChem Substance ID:
329775104
UNSPSC Code:
12352108
MDL number:
MFCD03452890
Assay:
≥99% (TLC)
Form:
solid
Quality level:
100
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biological source

synthetic (organic)

Quality Level

100

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

Application

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

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. and undergoes intracellular transition into active CA-074 by the action of esterases. CA-074 methyl ester also inhibits cathepsin L.

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN3559
MKCM9154
MKCM2030
MKCM0337
MKCK3080

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Articles

Discover Bioactive Small Molecules for Cell Cycle

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

Bioactive Molecules for Apoptosis

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

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)
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
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)
View All Related Papers

Global Trade Item Number

SKUGTIN
C5857-5MG04061833502563