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CHEBI:229561 - tert-butyloxycarbonyl-Leu-Arg-Arg-7-amino-4-methylcoumarin

ChEBI IDCHEBI:229561
ChEBI Nametert-butyloxycarbonyl-Leu-Arg-Arg-7-amino-4-methylcoumarin
Stars
ASCII Nametert-butyloxycarbonyl-Leu-Arg-Arg-7-amino-4-methylcoumarin
DefinitionA tripeptide consisting of L-Leu-L-Arg-L-Arg carrying a Boc group at the N-terminal and a 7-amino-4-methylcoumarin group at the C-terminal. It is a fluorogenic substrate for detecting trypsin-like activity of the 26S proteasome or the 20S proteasome.
Last Modified19 May 2025
Submittersbalu
DownloadsMolfile
FormulaC33H52N10O7
Net Charge0
Average Mass700.842
Monoisotopic Mass700.40204
SMILESCc1cc(=O)oc2cc(NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(C)C)NC(=O)OC(C)(C)C)ccc12
InChIInChI=1S/C33H52N10O7/c1-18(2)15-24(43-32(48)50-33(4,5)6)29(47)42-23(10-8-14-39-31(36)37)28(46)41-22(9-7-13-38-30(34)35)27(45)40-20-11-12-21-19(3)16-26(44)49-25(21)17-20/h11-12,16-18,22-24H,7-10,13-15H2,1-6H3,(H,40,45)(H,41,46)(H,42,47)(H,43,48)(H4,34,35,38)(H4,36,37,39)/t22-,23-,24-/m0/s1
InChIKeyBAVWXCNIABBHLQ-HJOGWXRNSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
ChEBI Ontology
Outgoing Relation(s)
tert-butyloxycarbonyl-Leu-Arg-Arg-7-amino-4-methylcoumarin (CHEBI:229561) is a carbamate ester (CHEBI:23003)
tert-butyloxycarbonyl-Leu-Arg-Arg-7-amino-4-methylcoumarin (CHEBI:229561) is a coumarins (CHEBI:23403)
tert-butyloxycarbonyl-Leu-Arg-Arg-7-amino-4-methylcoumarin (CHEBI:229561) is a tripeptide (CHEBI:47923)
IUPAC Name 
N-(tert-butoxycarbonyl)-L-leucyl-L-arginyl-N-(4-methyl-2-oxo-2H-chromen-7-yl)-L-argininamide
Synonyms  Source
Boc-LRR-AMCSUBMITTER
Boc-Leu-Arg-Arg-AMCChEBI
Boc-L-Leu-L-Arg-L-Arg-AMCChEBI
Boc-L-Leu-L-Arg-L-Arg-7-amino-4-methylcoumarinChEBI
7-[(Boc-Leu-Arg-Arg)amino]-4-methylcoumarinChEBI
Registry NumbersSources
CAS:109358-46-5PubChem Compound
Citations