CHEBI:229563 - Z-Leu-Leu-Glu-AMC

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ChEBI Name Z-Leu-Leu-Glu-AMC ChEBI ID CHEBI:229563 Definition A tripeptide that is L-leu-L-leu-L-Glu with a Cbz group at the N-terminal and a 7-amino-4-methylcoumarin group at the C-terminal. It is a fluorogenic substrate for measuring the peptidylglutamyl peptide-hydrolyzing activity of the 20S proteasome. Stars This entity has been manually annotated by the ChEBI Team. Submitter sbalu Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C35H44N4O9 Net Charge 0 Average Mass 664.756 Monoisotopic Mass 664.31083 InChI InChI=1S/C35H44N4O9/c1-20(2)15-27(38-34(45)28(16-21(3)4)39-35(46)47-19-23-9-7-6-8-10-23)33(44)37-26(13-14-30(40)41)32(43)36-24-11-12-25-22(5)17-31(42)48-29(25)18-24/h6-12,17-18,20-21,26-28H,13-16,19H2,1-5H3,(H,36,43)(H,37,44)(H,38,45)(H,39,46)(H,40,41)/t26-,27-,28-/m0/s1 InChIKey FOYHOBVZPWIGJM-KCHLEUMXSA-N SMILES CC(C)C[C@H](NC(=O)OCC1=CC=CC=C1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)NC1=CC2=C(C=C1)C(C)=CC(=O)O2 Roles Classification Chemical Role(s): Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Application(s): fluorochrome A fluorescent dye used to stain biological specimens. View more via ChEBI Ontology ChEBI Ontology Outgoing Z-Leu-Leu-Glu-AMC (CHEBI:229563) has functional parent Leu-Leu-Glu (CHEBI:159311) Z-Leu-Leu-Glu-AMC (CHEBI:229563) has role fluorochrome (CHEBI:51217) Z-Leu-Leu-Glu-AMC (CHEBI:229563) is a coumarins (CHEBI:23403) Z-Leu-Leu-Glu-AMC (CHEBI:229563) is a tripeptide (CHEBI:47923) IUPAC Name N-[(benzyloxy)carbonyl]-L-leucyl-L-leucyl-N-(4-methyl-2-oxo-2H-chromen-7-yl)-L-α-glutamine Synonyms Sources Cbz-Leu-Leu-Glu-AMC ChEBI Z-L-Leu-L-Leu-L-Glu-AMC ChEBI Z-Leu-Leu-Glu-7-amido-4-methylcoumarin ChEBI Z-LLE-AMC SUBMITTER Registry Number Type Source 348086-66-8 CAS Registry Number ChEBI Citations Types Sources 12646415 PubMed citation Europe PMC 16448758 PubMed citation Europe PMC 17140599 PubMed citation Europe PMC 19053398 PubMed citation Europe PMC 19795881 PubMed citation Europe PMC 20195959 PubMed citation Europe PMC 31473102 PubMed citation SUBMITTER 32252291 PubMed citation Europe PMC 33807574 PubMed citation Europe PMC 33921330 PubMed citation Europe PMC Last Modified 05 March 2024