| Identification | Back Directory | [Name]
CA-074 ME | [CAS]
147859-80-1 | [Synonyms]
CA-074 ME
CA-074(OME)
CA-074 methyl ester
CATHEPSIN B INHIBITOR IV
CA-074 methyl ester (CA-074 Me)
L-trans-Epoxysuccinyl(propylamide)-Ile-P
(L-3-Trans-(propylcarbamoyl)oxirane-2-carbony
L-TRANS-EPOXYSUCCINYL-ILE-PRO-OME PROPYLAMIDE
L-TRANS-EPOXYSUCCINYL (PROPYLAMIDE)-ILE-PRO-OME
L-trans-Epoxysuccinic Ile-Pro-OMe Propylamide
L-trans-Epoxysuccinyl-isoleucyl-proline methyl ester propylamide
N-((L-3-TRANS-(PROPYLAMINO)CARBONYL)-OXIRANE-2-CARBONYL)-ILE-PRO-OME
[L-3-TRANS-(POLYCARBAMOYL)OXIRANE-2-CARBONYL]-L-ISOLEUCYL-L-PROLINE METHYL ESTER
(L-3-trans-(Propylcarbamyl)oxirane-2-carbonyl)-L-isoleucyl-L-proline methyl ester
(L-3-TRANS-(PROPYLCARBAMOYL)OXIRANE-2-CARBONYL)-L-ISOLEUCYL-L-PROLINE METHYL ESTER
[L-3-TRANS-(PROPYLCARBAMOYL)OXYRANE-2-CARBONYL]-L-ISOLEUCYL-L-PROLINE METHYL ESTER
N-(L-3-TRANS-PROPYLCARBONYL-OXIRANE-2-CARBONYL)-L-ISOLEUCYL-L-PROLINE METHYL ESTER
(S)-Methyl 1-((2S,3S)-3-methyl-2-((2S,3S)-3-(propylcarbamoyl)oxirane-2-carboxamido)pentanoyl)p
L-Proline, N-[[(2S,3S)-3-[(propylamino)carbonyl]-2-oxiranyl]carbonyl]-L-isoleucyl-, methyl ester
(S)-Methyl 1-((2S,3S)-3-methyl-2-((2S,3S)-3-(propylcarbamoyl)oxirane-2-carboxamido)pentanoyl)pyrrolidine-2-carboxylate
L-trans-Epoxysuccinyl(propylaMide)-Ile-Pro-OMe, CA-074Me, N-(L-3-trans-(PropylaMino)carbonyl)-oxirane-2-carbonyl)-Ile-Pro-OMe | [Molecular Formula]
C19H31N3O6 | [MDL Number]
MFCD00797532 | [MOL File]
147859-80-1.mol | [Molecular Weight]
397.47 |
| Chemical Properties | Back Directory | [Melting point ]
153-155°C | [Boiling point ]
666.3±55.0 °C(Predicted) | [density ]
1.212±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
Soluble in DMSO | [form ]
Solid | [pka]
13.38±0.40(Predicted) | [color ]
White to Off-White | [biological source]
synthetic (organic) | [InChIKey]
XGWSRLSPWIEMLQ-YTFOTSKYSA-N | [SMILES]
C(OC)(=O)[C@@H]1CCCN1C(=O)[C@H]([C@@H](C)CC)NC([C@@H]1[C@@H](C(NCCC)=O)O1)=O |
| Hazard Information | Back Directory | [Uses]
CA-074 methyl ester has been used as cathepsin B inhibitor in cardiomyocytes, HeLa cells and human pancreatic cancer PANC-1 cells. | [Uses]
CA-074 methyl ester is a cell-permeable cathepsin B inhibitor. | [Biological Activity]
ca-074 me is a membrane-permeable and selective inhibitor of cathepsin b with ic50 value of 36.3 nm [1, 2].ca-074 me is a methyl ester derivative of ca-074. in cultured human gingival fibroblasts, ca-074 me exerted a 95% inhibition of cathepsin b and partial inhibition (54%) of the combined activities of cathepsins b and l. ca-074 me was also found to inhibit cathespin l under reducing conditions. it inhibited the activity of purified human cathepsin l by more than 90% when the enzyme had been pre-incubated with 1.4 mm dtt or 4.2 mm gsh for 2 hours. besides that, ca-074 me completely inhibited cathepsin b in the presence of 1.4 mm dtt [2, 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. and undergoes intracellular transition into active CA-074 by the action of esterases. CA-074 methyl ester also inhibits cathepsin L. | [in vivo]
Hippocampal CA1 neuronal programmed necrosis induced by global cerebral I/R injury is prevented by CA074-me (1 μg, 10 μg) both pre-treatment and post-treatment. The rupture of lysosomal membrane and the leakage of cathepsin-B, and this is strongly inhibited by CA074-me pre-treatment. The overexpression and nuclear translocation of RIP3 and the reduction of NAD+ level after I/R injury are also inhibited, while the upregulation of Hsp70 is strengthened by CA074-me pre-treatment[1].
CA-074Me (30 mg/kg) is capable of inhibiting osteoclastogenesis and bone degradation in vivo[2].
In the CVB+CA-074Me (4 mg/kg/day i.m.) guinea pigs group, the scores of inflammation significantly decrease in comparison with the CVB+None group. In CVB+CA-074Me group, the number of CD8+T cells decrease in comparison with the sham group[3]. | [target]
cathepsin B | [IC 50]
Cathepsin B | [storage]
Store at -20°C | [References]
[1] wu x, zhang l, gurley e, et al. prevention of free fatty acid–induced hepatic lipotoxicity by 18β-glycyrrhetinic acid through lysosomal and mitochondrial pathways. hepatology, 2008, 47(6): 1905-1915.
[2] steverding d. the cathepsin b-selective inhibitors ca-074 and ca-074me inactivate cathepsin l under reducing conditions. open enzyme inhibition journal, 2011, 4: 11-16.
[3] buttle d j, murata m, knight c g, et al. ca074 methyl ester: a proinhibitor for intracellular cathepsin b. archives of biochemistry and biophysics, 1992, 299(2): 377-380. |
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| Company Name: |
DKMbiochem.Co. Ltd Gold
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| Tel: |
15901859516 |
| Website: |
http://www.dkmbiochem.com/ |
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