CHEBI:61564 - L-alanyl-γ-D-glutamyl-meso-diaminopimelic acid

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ChEBI Name L-alanyl-γ-D-glutamyl-meso-diaminopimelic acid ChEBI ID CHEBI:61564 ChEBI ASCII Name L-alanyl-gamma-D-glutamyl-meso-diaminopimelic acid Definition A tripeptide comprising L-alanyl, γ-D-glutamyl and meso-diaminopimelic acid residues in a linear sequence. It is a breakdown product of bacterial peptidoglycan and a NOD1 agonist. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C15H26N4O8 Net Charge 0 Average Mass 390.38890 Monoisotopic Mass 390.17506 InChI InChI=1S/C15H26N4O8/c1-7(16)12(21)19-10(15(26)27)5-6-11(20)18-9(14(24)25)4-2-3-8(17)13(22)23/h7-10H,2-6,16-17H2,1H3,(H,18,20)(H,19,21)(H,22,23)(H,24,25)(H,26,27)/t7-,8-,9+,10+/m0/s1 InChIKey FMNCPUGORYYCEM-AXTSPUMRSA-N SMILES C[C@H](N)C(=O)N[C@H](CCC(=O)N[C@H](CCC[C@H](N)C(O)=O)C(O)=O)C(O)=O Roles Classification Chemical Role(s): Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Biological Role(s): NOD1 agonist An agonist that activates NOD1 receptors. View more via ChEBI Ontology ChEBI Ontology Outgoing L-alanyl-γ-D-glutamyl-meso-diaminopimelic acid (CHEBI:61564) has functional parent γ-D-glutamyl-meso-diaminopimelic acid (CHEBI:59271) L-alanyl-γ-D-glutamyl-meso-diaminopimelic acid (CHEBI:61564) has role NOD1 agonist (CHEBI:194467) L-alanyl-γ-D-glutamyl-meso-diaminopimelic acid (CHEBI:61564) is a tripeptide (CHEBI:47923) L-alanyl-γ-D-glutamyl-meso-diaminopimelic acid (CHEBI:61564) is conjugate acid of L-alanyl-γ-D-glutamyl-meso-diaminopimelate(1−) (CHEBI:61401) Incoming L-alanyl-γ-D-glutamyl-meso-diaminopimelate(1−) (CHEBI:61401) is conjugate base of L-alanyl-γ-D-glutamyl-meso-diaminopimelic acid (CHEBI:61564) IUPAC Name L-alanyl-N-[(1R,5S)-5-amino-1,5-dicarboxypentyl]-D-glutamine Synonyms Sources L-Ala-γ-D-Glu-mDAP ChEBI L-Ala-γ-D-Glu-meso-Dap ChEBI L-ala-γ-D-Glu-meso-diaminopimelic acid ChEBI Tri-DAP ChEBI Manual Xref Database L-ALA-GAMMA-D-GLU-DAP MetaCyc View more database links Registry Number Type Source 15589879 Reaxys Registry Number Reaxys Citations Types Sources 20558765 PubMed citation Europe PMC 23328697 PubMed citation Europe PMC 25253572 PubMed citation Europe PMC 28962692 PubMed citation Europe PMC 29224352 PubMed citation Europe PMC 30851423 PubMed citation Europe PMC 34780976 PubMed citation Europe PMC 35990669 PubMed citation Europe PMC 36043447 PubMed citation Europe PMC Last Modified 07 March 2023