Chemistry:N(6)-Carboxymethyllysine
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-carboxymethyllysine.svg)
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| Names | |
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| IUPAC name
N6-(Carboxymethyl)-L-lysine
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| Systematic IUPAC name
(2S)-2-Amino-6-[(carboxymethyl)amino]hexanoic acid | |
| Identifiers | |
3D model (JSmol)
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| 4989963 S | |
| ChEBI | |
| ChemSpider | |
| MeSH | N(6)-carboxymethyllysine |
PubChem CID
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| UNII | |
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| Properties | |
| C8H16N2O4 | |
| Molar mass | 204.226 g·mol−1 |
| Related compounds | |
Related alkanoic acids
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gamma-Glutamylcysteine |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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| Infobox references | |
N(6)-Carboxymethyllysine (CML), also known as Nε-(carboxymethyl)lysine, is an advanced glycation endproduct (AGE). CML has been the most used marker for AGEs in food analysis.[1]
Recently, it has been demonstrated that gut microbiota mediates an aging-associated decline in gut barrier function, allowing AGEs to leak into the bloodstream from the gut and impairing microglial function in the brain. It is suggested that the amount of CML in human blood samples may correlated with age.[2]
A humanized monoclonal antibody which binds to N6 – carboxymethyl lysine shows considerable promise as a possible therapeutic agent for treating pancreatic cancer.[3]
References
- ↑ "Does accumulation of advanced glycation end products contribute to the aging phenotype?". The Journals of Gerontology 65A (9): 963–975. 2010. doi:10.1093/gerona/glq074. PMID 20478906.
- ↑ O. Mossad, B. Batut, B. Yilmaz, N. Dokalis, C. Mezö, E. Nent, L. S. Nabavi, M. Mayer, F. J. M. Maron, J. M. Buescher, M. G. de Agüero, A. Szalay, T. Lämmermann, A. J. Macpherson, S. C. Ganal-Vonarburg, R. Backofen, D. Erny, M. Prinz, T. Blank (2022). "Gut microbiota drives age-related oxidative stress and mitochondrial damage in microglia via the metabolite N6-carboxymethyllysine". Nat. Neurosci. 25 (3): 295–305. doi:10.1038/s41593-022-01027-3. PMID 35241804.
- ↑ Rossi, Gabriela R.; Jensen, Ashley; Ng, Serina; Yin, Zhirong; Li, Aimin; Misra, Anjan; Von Hoff, Daniel D.; Gruber, Lewis et al. (7 October 2023). "Advanced glycation end product (AGE) targeting antibody SIWA318H is efficacious in preclinical models for pancreatic cancer". Scientific Reports 13 (1): 16953. doi:10.1038/s41598-023-44211-6. PMID 37805542. Bibcode: 2023NatSR..1316953R.
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