γ-iE-DAP   Click here for help

GtoPdb Ligand ID: 9504

Synonyms: γ-D-glutamyl-meso-diaminopimelic acid | Gamma-D-Glu-mDAP | Gamma-d-glutamyl-meso-diaminopimelic acid | iE-DAP
Compound class: Peptide
Comment: An analog of meso-DAP.
2D Structure
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SMILES / InChI / InChIKey
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Canonical SMILES O=C(NC(C(=O)O)CCCC(C(=O)O)N)CCC(C(=O)O)N
Isomeric SMILES O=C(N[C@@H](C(=O)O)CCC[C@@H](C(=O)O)N)CC[C@H](C(=O)O)N
InChI InChI=1S/C12H21N3O7/c13-6(10(17)18)2-1-3-8(12(21)22)15-9(16)5-4-7(14)11(19)20/h6-8H,1-5,13-14H2,(H,15,16)(H,17,18)(H,19,20)(H,21,22)/t6-,7+,8+/m0/s1
InChI Key QIFGMZZTJRULMA-XLPZGREQSA-N
References
1. Sun D, Wang Y, Tan F, Fang D, Hu Y, Smith DE, Jiang H. (2013)
Functional and molecular expression of the proton-coupled oligopeptide transporters in spleen and macrophages from mouse and human.
Mol Pharm, 10 (4): 1409-16. [PMID:23442152]
2. Swaan PW, Bensman T, Bahadduri PM, Hall MW, Sarkar A, Bao S, Khantwal CM, Ekins S, Knoell DL. (2008)
Bacterial peptide recognition and immune activation facilitated by human peptide transporter PEPT2.
Am J Respir Cell Mol Biol, 39 (5): 536-42. [PMID:18474668]