5746-04-3
Chemical Structure
Nε-(Carboxymethyl)-L-lysine
Synonym(s): CML;N6-(Carboxymethyl)-L-lysine;Nε-(1-Carboxymethyl)-L-lysine
- CAS No.: 5746-04-3
- Formula:C8H16N2O4
- Molecular Weight:204.22
IUPAC Name: N6-(carboxymethyl)-L-lysine
InChIKey: NUXSIDPKKIEIMI-LURJTMIESA-N
SMILES: C(CCNCC(=O)O)C[C@@H](C(=O)O)N
Biological Activity: Nε-(Carboxymethyl)-L-lysine (CML) is an orally active advanced glycation end product. Nε-(Carboxymethyl)-L-lysine upregulates the expression of PLK1 and CEP20, and induces the activation of RAGE and ERK/NFκB. Nε-(Carboxymethyl)-L-lysine drives centrosome amplification. Nε-(Carboxymethyl)-L-lysine induces malignant transformation of hepatocytes and promotes the development of hepatocellular carcinoma. Nε-(Carboxymethyl)-L-lysine induces epithelial-mesenchymal transition in osteosarcoma cells and enhances their migration and invasion properties[1][2].
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Nε-(Carboxymethyl)-L-lysine | 95.0% | Nε-(Carboxymethyl)-L-lysine (CML) is an orally active advanced glycation end product. Nε-(Carboxymethyl)-L-lysine upregulates the expression of PLK1 and CEP20, and induces the activation of RAGE and ERK/NFκB. Nε-(Carboxymethyl)-L-lysine drives centrosome amplification. Nε-(Carboxymethyl)-L-lysine induces malignant transformation of hepatocytes and promotes the development of hepatocellular carcinoma. Nε-(Carboxymethyl)-L-lysine induces epithelial-mesenchymal transition in osteosarcoma cells and enhances their migration and invasion properties. | ||||||||||||||||||||
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CML-d4 | 99.76% | CML-d4 is the deuterium labeled Fmoc-L-Lys (Boc)-OH. | ||||||||||||||||||||
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CML-d3 | 99.0% | CML-d3 is the deuterium labeled CML. | ||||||||||||||||||||
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- [1]. Hu HM, et al. Nε-Carboxymethyl-Lysine Drives Centrosome Amplification and Hepatocarcinogenesis via Pathological Dysregulation of the PLK1-CEP20-CCDC116 Axis. J Agric Food Chem. 2025;73(52):33215-33230. [Content Brief]
- [2]. Chang TY, et al. Nε-(1-Carboxymethyl)-L-lysine/RAGE Signaling Drives Metastasis and Cancer Stemness through ERK/NFκB axis in Osteosarcoma. Int J Biol Sci. 2024 Jan 12;20(3):880-896. [Content Brief]