| Chemical Properties | Back Directory | [Boiling point ]
428.903±45.00 °C(Press: 760.00 Torr)(predicted) | [density ]
1.255±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted) | [solubility ]
PBS (pH 7.2): 10 mg/ml | [form ]
A solid | [color ]
White to off-white |
| Hazard Information | Back Directory | [Description]
Nε-(1-Carboxymethyl)-L-lysine-d3 (CML-d3) is intended for use as an internal standard for the quantification of CML by GC- or LC-MS. CML is an advanced glycation end product (AGE), produced by the oxidative modification of glycated proteins during oxidative stress.1,2,3 Levels of CML increase with aging and during diabetes, cancer, vascular disease, and other pathologies marked by oxidative stress.1,4,5 CML activates the membrane-bound receptor for AGEs (RAGE), triggering signaling through MAPKs and NF-κB, whereas truncation of RAGE produces a soluble protein that binds CML and reduces signaling.6,7 | [Uses]
CML-d3 is the deuterium labeled CML. | [References]
1. Requena, J.R., Ahemd, M.U., Fountain, C.W., et al. Carboxymethylethanolamine, a biomarker of phospholipid modification during the maillard reaction in vivo J. Biol. Chem. 272(28),17473-17479(1997). 2. Ahmed, M.U., Brinkmann, F.E., Degenhardt, T.P., et al. Nε-(carboxyethyl)lysine, a product of the chemical modification of proteins by methylglyoxal, increases with age in human lens proteins Biochem. J. 324(Pt 2),565-570(1997). 3. Schleicher, E.D., Wagner, E., and Nerlich, A.G. Increased accumulation of the glycoxidation product Nε-(carboxymethyl)lysine in human tissues in diabetes and aging J. Clin. Invest. 99(3),457-468(1997). 4. Campbell, D.J., Somaratne, J.B., Jenkins, A.J., et al. Impact of type 2 diabetes and the metabolic syndrome on myocardial structure and microvasculature of men with coronary artery disease Cardiovasc. Diabetol. 10,1-14(2011). 5. Brouwers, O., de Vos-Houben, J.M.J., Niessen, P.M.G., et al. Mild oxidative damage in the diabetic rat heart is attenuated by glyoxalase-1 overexpression Int. J. Mol. Sci. 14(8),15724-15739(2013). 6. Schmidt, A.M., Yan, S.D., Yan, S.F., et al. The biology of the receptor for advanced glycation end products and its ligands Biochim. Biophys. Acta 1498(2-3),99-111(2000). 7. Moy, K.A., Jiao, L., Freedman, N.D., et al. Soluble receptor for advanced glycation end products and risk of liver cancer Hepatology 57(6),2338-2345(2013). |
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