E-64isanIrreversIBLe,potentandhighlyselectiveinhibitorofcysteineproteases.Doesnotaffectcysteineresiduesinotherenzymes.Actsbyformingathioetherbondwiththioloftheactivecysteine.E-64willnotinhibitserineproteases(excepttrypsin),butinhibitsactivation-inducedprogrammedcelldeathandrestoresdefectiveimmuneresponsesinHIV.Specificactivesitetitrant.
E-64inhibitscalpain,papain,andcathepsinB,cathepsinL.ThecompoundhasbeenreportedtoinhibitintracellularBaxproteaseactivity,andreduceoxidativestress,whichincludesadecreaseinMDAlevels,ICAM-1expressionandMOPactivity.E-64hasalsobeenusedtostudyexcystationinGiardialamblia.
E-64reducesinflammationincysticfibrosispatients.E-64playsarolein stABIlizingtheCytoskeletonproteinSynaptopodin(Synpo),aswellas,steadyingsignaltransducerandactivatoroftranscription-3(STAT3).StudiessuggestthepotentialuseofSTAT3inhibitorsintherapyofglomerulardiseases.
AdditionalInformation
| Synonyms | L-trans-Epoxysuccinyl-Leu-4-guanidinobutylamide,L-trans-Epoxysuccinyl-Leu-agmatine |
|---|---|
| Product# | E-2030 |
| CAS# | 66701-25-5 |
| ChemicalName | trans-Epoxysucciny-L-leucyl-amido(4-guanidino)butane;(L-3-trans-Carboxyoxiran-2-Carbonyl)-L-Leucyl-Admat |
| Formula | C15H27N5O5.0.5H2O |
| MW | 357.4 |
| Appearance | WhiteSolid |
| Purity | ≥99%byHPLC |
| Solubility | 15mg/mlin1:1mixturewater/ethanol |
| StorageTemp | -20°C |
| MDLNumber | MFCD00080261 |
|---|---|
| ChemACX | X1036521-8 |
| InChI | InChI=1S/C15H27N5O5/c1-8(2)7-9(20-13(22)10-11(25-10)14(23)24)12(21)18-5-3-4-6-19-15(16)17/h8-11H,3-7H2,1-2H3,(H,18,21)(H,20,22)(H,23,24)(H4,16,17,19)/t9-,10-,11-/m0/s1 |
| SMILES | CC(C)C[C@@H](C(=O)NCCCCNC(=N)N)NC(=O)[C@@H]1[C@H](O1)C(=O)O |
