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

ChEBI IDCHEBI:61564
ChEBI NameL-alanyl-γ-D-glutamyl-meso-diaminopimelic acid
Stars
ASCII NameL-alanyl-gamma-D-glutamyl-meso-diaminopimelic acid
DefinitionA 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.
Last Modified7 March 2023
SubmitterSteve
DownloadsMolfile
FormulaC15H26N4O8
Net Charge0
Average Mass390.393
Monoisotopic Mass390.17506
SMILESC[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
InChIInChI=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
InChIKeyFMNCPUGORYYCEM-AXTSPUMRSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
NOD1 agonist  An agonist that activates NOD1 receptors.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
L-Ala-γ-D-Glu-meso-DapChEBI
L-Ala-γ-D-Glu-mDAPChEBI
Tri-DAPChEBI
L-ala-γ-D-Glu-meso-diaminopimelic acidChEBI
Manual XrefsDatabases
L-ALA-GAMMA-D-GLU-DAPMetaCyc
Registry NumbersSources
Reaxys:15589879Reaxys
Citations