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

ChEBI IDCHEBI:229563
ChEBI NameZ-Leu-Leu-Glu-AMC
Stars
DefinitionA 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.
Last Modified5 March 2024
Submittersbalu
DownloadsMolfile
FormulaC35H44N4O9
Net Charge0
Average Mass664.756
Monoisotopic Mass664.31083
SMILESCc1cc(=O)oc2cc(NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)OCc3ccccc3)ccc12
InChIInChI=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
InChIKeyFOYHOBVZPWIGJM-KCHLEUMXSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Application:
fluorochrome  A fluorescent dye used to stain biological specimens.
ChEBI Ontology
Outgoing Relation(s)
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  Source
Z-LLE-AMCSUBMITTER
Cbz-Leu-Leu-Glu-AMCChEBI
Z-Leu-Leu-Glu-7-amido-4-methylcoumarinChEBI
Z-L-Leu-L-Leu-L-Glu-AMCChEBI
Registry NumbersSources
CAS:348086-66-8ChEBI
Citations