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CHEBI:139247 - NBD-N(Me)-DKK(Biotin)βA-OH

ChEBI IDCHEBI:139247
ChEBI NameNBD-N(Me)-DKK(Biotin)βA-OH
Stars
ASCII NameNBD-N(Me)-DKK(Biotin)betaA-OH
DefinitionA tetrapeptide comprising in sequence an α-aspartyl residue, two lysyl residues and a β-alanyl residue, 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, while the ε nitrogen of the lysyl(II) residue carries a biotin moiety. It is used a peptide probe, with the biotin moiety finding application in immunoassays.
Last Modified4 March 2019
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC36H53N11O12S
Net Charge0
Average Mass863.952
Monoisotopic Mass863.35959
SMILESCN(c1ccc([N+](=O)[O-])c2nonc12)[C@@H](CC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCNC(=O)CCCCC1SCC2NC(=O)NC21)C(=O)NCCC(=O)O
InChIInChI=1S/C36H53N11O12S/c1-46(23-12-13-24(47(57)58)32-31(23)44-59-45-32)25(18-29(51)52)35(55)41-21(8-4-6-15-37)34(54)40-20(33(53)39-17-14-28(49)50)9-5-7-16-38-27(48)11-3-2-10-26-30-22(19-60-26)42-36(56)43-30/h12-13,20-22,25-26,30H,2-11,14-19,37H2,1H3,(H,38,48)(H,39,53)(H,40,54)(H,41,55)(H,49,50)(H,51,52)(H2,42,43,56)/t20-,21-,22?,25-,26?,30?/m0/s1
InChIKeyIUOZKUSPWNZWPN-PIAVXVASSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
peptide allergen  Any peptide which causes the onset of an allergic reaction.
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)-DKK(Biotin)βA-OH (CHEBI:139247) has role peptide allergen (CHEBI:143204)
NBD-N(Me)-DKK(Biotin)βA-OH (CHEBI:139247) has role peptide probe (CHEBI:139246)
NBD-N(Me)-DKK(Biotin)βA-OH (CHEBI:139247) is a tetrapeptide (CHEBI:48030)
IUPAC Name 
N-methyl-N-(7-nitro-2,1,3-benzoxadiazol-4-yl)-L-α-aspartyl-L-lysyl-N6-[5-(2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoyl]-L-lysyl-β-alanine
Synonym  Source
N-methyl-N-(7-nitro-2,1,3-benzoxadiazol-4-yl)-Asp-Lys-Lys(biotin)-βAla-OHChEBI
Citations