EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:139249 - NBD-N(Me)-DKβA-OH

ChEBI IDCHEBI:139249
ChEBI NameNBD-N(Me)-DKβA-OH
Stars
ASCII NameNBD-N(Me)-DKbetaA-OH
DefinitionA tripeptide comprising in sequence α-aspartyl, lysyl residue and β-alanyl residues, to the nitrogen of the aspartyl residue of which are linked both a methyl group and a 7-nitro-2,1,3-benzoxadiazol-4-yl moiety.
Last Modified8 December 2017
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC20H27N7O9
Net Charge0
Average Mass509.476
Monoisotopic Mass509.18703
SMILESCN(c1ccc([N+](=O)[O-])c2nonc12)[C@@H](CC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)NCCC(=O)O
InChIInChI=1S/C20H27N7O9/c1-26(12-5-6-13(27(34)35)18-17(12)24-36-25-18)14(10-16(30)31)20(33)23-11(4-2-3-8-21)19(32)22-9-7-15(28)29/h5-6,11,14H,2-4,7-10,21H2,1H3,(H,22,32)(H,23,33)(H,28,29)(H,30,31)/t11-,14-/m0/s1
InChIKeyLUQOLLJUTUPKOX-FZMZJTMJSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Application:
peptide probe  A probe that is a small labelled and chemical active peptide which has been structurally modified for reacting with, for example, the β-lactam moieties of various penicillin-type compounds.
ChEBI Ontology
Outgoing Relation(s)
NBD-N(Me)-DKβA-OH (CHEBI:139249) has role peptide probe (CHEBI:139246)
NBD-N(Me)-DKβA-OH (CHEBI:139249) is a tripeptide (CHEBI:47923)
IUPAC Name 
N-methyl-N-(7-nitro-2,1,3-benzoxadiazol-4-yl)-L-α-aspartyl-L-lysyl-β-alanine
Synonym  Source
N-methyl-N-(7-nitro-2,1,3-benzoxadiazol-4-yl)-Asp-Lys-βAla-OHChEBI
Citations