Compound: meso-2,6-diaminoheptanedioate
SMILES: O=C(O)[C@@H](N)CCC[C@@H](N)C(=O)O
InChIKey: GMKMEZVLHJARHF-SYDPRGILSA-N
Synonyms: meso-2,6-diaminoheptanedioate, RefChem:1089001, (2R,6S)-2,6-diaminoheptanedioic acid, 922-54-3, meso-2,6-Diaminopimelic acid, meso-DAP, (2S,6R)-2,6-diaminoheptanedioic acid, (2R,6S)-rel-2,6-Diaminoheptanedioic acid, meso-diaminoheptanedioate, 1356383-43-1, V5KRL7N7GD, Diaminopimelic acid, meso-, meso-diaminoheptanedioic acid, (R*,S*)-2,6-Diaminoheptanedioic acid, meso-2,6-Diaminopimelate, Heptanedioic acid, 2,6-diamino-, (R*,S*)-, meso-diaminopimelate, meso-A2pm, meso-diaminopimelic acid, meso-diaminopimeilic acid, (2R,6S)-2,6-Diaminoheptanedioicacid, meso-1-alpha,epsilon-diaminopimelate, NSC-45225, meso-alpha,alpha'-Diaminopimelic acid, meso-alpha,epsilon-Diaminopimelic acid, NSC-206289, 6CL, DL-a,d-Diaminopimelate, UNII-V5KRL7N7GD, SCHEMBL29291, meso-2,6-Diaminopimelinsaure, CHEMBL415306, GTPL5021, orb2695116, 2,6-bis(azaniumyl)heptanedioate, CHEBI:16488, GMKMEZVLHJARHF-SYDPRGILSA-, GMKMEZVLHJARHF-SYDPRGILSA-N, DTXSID501350023, MFCD09836095, AKOS006328542, NSC 206289, FD106384, Heptanedioic acid, 2,6-diamino-, meso-, (2R*,6S*)-2,6-diaminoheptanedioic acid, CS-0552716, .ALPHA.,.ALPHA.'-DIAMINOPIMELIC ACID, .ALPHA.,.EPSILON.-DIAMINOPIMELIC ACID, C00680, heptanedioic acid, 2,6-diamino-, (2R,6S)-, meso-2,6-Diaminopimelic acid, >=98% (TLC), Heptanedioic acid, 2,6-diamino-, meso- (8CI), Q209275, HEPTANEDIOIC ACID, 2,6-DIAMINO-, (2R,6S)-REL-, Heptanedioic acid, 2,6-diamino-, (2R,6S)-rel- (9CI), InChI=1/C7H14N2O4/c8-4(6(10)11)2-1-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5+
Theoretical properties:
molecular_formula: C7H14N2O4
molecular_weight: 190.20 g/mol
exact_mass: 190.09535693 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 6
heavy_atom_count: 13
topological_polar_surface_area: 127 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Meso-2,6-diaminopimelic acid is the meso-isomer of 2,6-diaminopimelic acid. It is a key constituent of bacterial peptidoglycan and is often found in human urine due to the breakdown of the gut microbes. It has a role as a human metabolite. It is a conjugate acid of a meso-2,6-diaminopimelate(2-). It is a tautomer of a meso-2,6-diaminopimelic acid dizwitterion.
chebi: The <i>meso</i>-isomer of 2,6-diaminopimelic acid. It is a key constituent of bacterial peptidoglycan and is often found in human urine due to the breakdown of the gut microbes.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Diaminopimelic acid (DAP) is an amino acid, representing an epsilon-carboxy derivative of lysine. meso-α,ε-Diaminopimelic acid is the last intermediate in the biosynthesis of lysine and undergoes decarboxylation by diaminopimelate decarboxylase to give the final product.
DAP is a characteristic of certain cell walls of some bacteria. DAP is often found in the peptide linkages of NAM-NAG chains that make up the cell wall of gram-negative bacteria. When provided, they exhibit normal growth. When in deficiency, they still grow but with the inability to make new cell wall peptidoglycan.
This is also the attachment point for Braun's lipoprotein.