CHEBI:180476 - thiobenzyl benzyloxycarbonyl-L-lysinate

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ChEBI Name thiobenzyl benzyloxycarbonyl-L-lysinate
ChEBI ID CHEBI:180476
ChEBI ASCII Name thiobenzyl benzyloxycarbonyl-L-lysinate
Definition An L-lysine derivative that is L-lysine in which the amino group is replaced by a [(benzyloxy)carbonyl]amino group and the carboxy group is replaced by a (benzylsulfanyl)carbonyl group. It is a substrate for a sensitive colorimetric assay for trypsin-like enzymes.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H26N2O3S
Net Charge 0
Average Mass 386.510
Monoisotopic Mass 386.16641
InChI InChI=1S/C21H26N2O3S/c22-14-8-7-13-19(20(24)27-16-18-11-5-2-6-12-18)23-21(25)26-15-17-9-3-1-4-10-17/h1-6,9-12,19H,7-8,13-16,22H2,(H,23,25)/t19-/m0/s1
InChIKey FIWAQJRIROPAEC-IBGZPJMESA-N
SMILES NCCCC[C@H](NC(=O)OCC1=CC=CC=C1)C(=O)SCC1=CC=CC=C1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing thiobenzyl benzyloxycarbonyl-L-lysinate (CHEBI:180476) is a L-lysine derivative (CHEBI:25095)
thiobenzyl benzyloxycarbonyl-L-lysinate (CHEBI:180476) is a benzyl ester (CHEBI:90628)
thiobenzyl benzyloxycarbonyl-L-lysinate (CHEBI:180476) is a carbamate ester (CHEBI:23003)
thiobenzyl benzyloxycarbonyl-L-lysinate (CHEBI:180476) is a primary amino compound (CHEBI:50994)
thiobenzyl benzyloxycarbonyl-L-lysinate (CHEBI:180476) is a thiocarboxylic ester (CHEBI:26959)
thiobenzyl benzyloxycarbonyl-L-lysinate (CHEBI:180476) is conjugate base of thiobenzyl benzyloxycarbonyl-L-lysinate(1+) (CHEBI:180477)
Incoming thiobenzyl benzyloxycarbonyl-L-lysinate(1+) (CHEBI:180477) is conjugate acid of thiobenzyl benzyloxycarbonyl-L-lysinate (CHEBI:180476)
IUPAC Name
S-benzyl (2S)-6-amino-2-{[(benzyloxy)carbonyl]amino}hexanethioate
Synonyms Sources
α-N-carbobenzyloxy-L-lysine thiobenzyl ester ChemIDplus
Cbz-lysine thiobenzyl ester ChemIDplus
N-α-Cbz-L-lysine thiobenzyl ester ChEBI
N-carbobenzyloxylysine thiobenzyl ester ChemIDplus
Z-Lys-SBzl ChEBI
Registry Number Type Source
69861-90-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10508933 PubMed citation Europe PMC
11326665 PubMed citation Europe PMC
12963350 PubMed citation Europe PMC
16405860 PubMed citation Europe PMC
16489914 PubMed citation Europe PMC
2040636 PubMed citation Europe PMC
464255 PubMed citation Europe PMC
Last Modified
17 September 2021