1269619-57-9
Chemical Structure
C12-iE-DAP
Synonym(s): Lauroyl-γ-D-glutamyl-meso-diaminopimelic acid; γ-D-glutamyl-meso-diaminopimelic acid
- CAS No.: 1269619-57-9
- Formula:C24H43N3O8
- Molecular Weight:501.61
InChIKey: KEOKIKNGKDOHGH-CTWPCTMYSA-N
SMILES: CCCCCCCCCCCC(N[C@@H](C(O)=O)CCC(NC(C(O)=O)CCCC(N)C(O)=O)=O)=O
Biological Activity: C12-iE-DAP (Lauroyl-γ-D-glutamyl-meso-diaminopimelic acid) is a highly potent and selective NOD1 agonist, with an EC50 of 0.027 nM in HEK-Blue cells expressing human NOD1. C12-iE-DAP activates the NOD1/RIPK2 signaling pathway and its downstream p38 MAPK and NF-κB, induces the expression of inflammatory mediators such as IL6 and IL8, and exerts synergistic effects with TLR4, Dectin-1 or Mincle signaling. C12-iE-DAP can be used in studies related to vascular inflammation, tumor metastasis and neuroinflammation[1][2][3][4][5].
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C12-iE-DAP | C12-iE-DAP (Lauroyl-γ-D-glutamyl-meso-diaminopimelic acid) is a highly potent and selective NOD1 agonist, with an EC50 of 0.027 nM in HEK-Blue cells expressing human NOD1. C12-iE-DAP activates the NOD1/RIPK2 signaling pathway and its downstream p38 MAPK and NF-κB, induces the expression of inflammatory mediators such as IL6 and IL8, and exerts synergistic effects with TLR4, Dectin-1 or Mincle signaling. C12-iE-DAP can be used in studies related to vascular inflammation, tumor metastasis and neuroinflammation. | |||||||||||||||||||||
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- [1]. Navarro R, et al. Role of nucleotide-binding oligomerization domain 1 (NOD1) in pericyte-mediated vascular inflammation. Journal of cellular and molecular medicine. 2016 May;20(5):980-6.
- [2]. Tukhvatulin AI, et al. NOD1/2 and the C-Type Lectin Receptors Dectin-1 and Mincle Synergistically Enhance Proinflammatory Reactions Both In Vitro and In Vivo. Journal of inflammation research. 2020;13:357-368.
- [3]. Wang M, et al. Avenanthramide-C Mitigates High-Fat Diet-Accelerated Alzheimer's Pathologies via NOD1-Driven Neuroinflammation in 5×FAD Mice. Nutrients. 2025 Aug 19;17(16):2679.
- [4]. Jiang HY, et al. Activation of the pattern recognition receptor NOD1 augments colon cancer metastasis. Protein & cell. 2020 Mar;11(3):187-201.
- [5]. Agnihotri G, et al. Structure-activity relationships in nucleotide oligomerization domain 1 (Nod1) agonistic γ-glutamyldiaminopimelic acid derivatives. Journal of medicinal chemistry. 2011 Mar 10;54(5):1490-510. [Content Brief]
Keywords
