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Chemical Compound Review

NECML     (2S)-2-amino-6- (carboxymethylamino)hexanoi...

Synonyms: AmbotzHAA5650, AG-G-02733, CHEBI:53014, AC1L3XBG, KB-04135, ...
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Disease relevance of NECML


High impact information on NECML


Biological context of NECML


Anatomical context of NECML


Associations of NECML with other chemical compounds


Gene context of NECML


Analytical, diagnostic and therapeutic context of NECML


  1. N(epsilon)-(carboxymethyl)lysine adducts of proteins are ligands for receptor for advanced glycation end products that activate cell signaling pathways and modulate gene expression. Kislinger, T., Fu, C., Huber, B., Qu, W., Taguchi, A., Du Yan, S., Hofmann, M., Yan, S.F., Pischetsrieder, M., Stern, D., Schmidt, A.M. J. Biol. Chem. (1999) [Pubmed]
  2. Immunolocalization of lipid peroxidation/advanced glycation end products in amyloid A amyloidosis. Kamalvand, G., Ali-Khan, Z. Free Radic. Biol. Med. (2004) [Pubmed]
  3. Determination of N(epsilon)-(carboxymethyl)lysine in exhaled breath condensate using isotope dilution liquid chromatography/electrospray ionization tandem mass spectrometry. Gonzalez-Reche, L.M., Kucharczyk, A., Musiol, A.K., Kraus, T. Rapid Commun. Mass Spectrom. (2006) [Pubmed]
  4. Conventional antibody against Nepsilon-(carboxymethyl)lysine (CML) shows cross-reaction to Nepsilon-(carboxyethyl)lysine (CEL): immunochemical quantification of CML with a specific antibody. Koito, W., Araki, T., Horiuchi, S., Nagai, R. J. Biochem. (2004) [Pubmed]
  5. Argpyrimidine-modified Heat Shock Protein 27 in human non-small cell lung cancer: A possible mechanism for evasion of apoptosis. van Heijst, J.W., Niessen, H.W., Musters, R.J., Hinsbergh, V.W., Hoekman, K., Schalkwijk, C.G. Cancer Lett. (2006) [Pubmed]
  6. Increased accumulation of the glycoxidation product N(epsilon)-(carboxymethyl)lysine in human tissues in diabetes and aging. Schleicher, E.D., Wagner, E., Nerlich, A.G. J. Clin. Invest. (1997) [Pubmed]
  7. Production of N(epsilon)-(carboxymethyl)lysine is impaired in mice deficient in NADPH oxidase: a role for phagocyte-derived oxidants in the formation of advanced glycation end products during inflammation. Anderson, M.M., Heinecke, J.W. Diabetes (2003) [Pubmed]
  8. A role for advanced glycation end products in diminished bone healing in type 1 diabetes. Santana, R.B., Xu, L., Chase, H.B., Amar, S., Graves, D.T., Trackman, P.C. Diabetes (2003) [Pubmed]
  9. Comparative trial of N-acetyl-cysteine, taurine, and oxerutin on skin and kidney damage in long-term experimental diabetes. Odetti, P., Pesce, C., Traverso, N., Menini, S., Maineri, E.P., Cosso, L., Valentini, S., Patriarca, S., Cottalasso, D., Marinari, U.M., Pronzato, M.A. Diabetes (2003) [Pubmed]
  10. Requirement for p38 and p44/p42 mitogen-activated protein kinases in RAGE-mediated nuclear factor-kappaB transcriptional activation and cytokine secretion. Yeh, C.H., Sturgis, L., Haidacher, J., Zhang, X.N., Sherwood, S.J., Bjercke, R.J., Juhasz, O., Crow, M.T., Tilton, R.G., Denner, L. Diabetes (2001) [Pubmed]
  11. Expression and purification of recombinant human receptor for advanced glycation endproducts in Escherichia coli. Wilton, R., Yousef, M.A., Saxena, P., Szpunar, M., Stevens, F.J. Protein Expr. Purif. (2006) [Pubmed]
  12. Conversion of Amadori products of the Maillard reaction to N(epsilon)-(carboxymethyl)lysine by short-term heating: possible detection of artifacts by immunohistochemistry. Miki Hayashi, C., Nagai, R., Miyazaki, K., Hayase, F., Araki, T., Ono, T., Horiuchi, S. Lab. Invest. (2002) [Pubmed]
  13. Chemical modification of muscle protein in diabetes. Alt, N., Carson, J.A., Alderson, N.L., Wang, Y., Nagai, R., Henle, T., Thorpe, S.R., Baynes, J.W. Arch. Biochem. Biophys. (2004) [Pubmed]
  14. Protein nonenzymatic modifications and proteasome activity in skeletal muscle from the short-lived rat and long-lived pigeon. Portero-Otín, M., Requena, J.R., Bellmunt, M.J., Ayala, V., Pamplona, R. Exp. Gerontol. (2004) [Pubmed]
  15. The advanced glycation end-product N epsilon-(carboxymethyl)lysine level is elevated in cerebrospinal fluid of patients with amyotrophic lateral sclerosis. Kaufmann, E., Boehm, B.O., Süssmuth, S.D., Kientsch-Engel, R., Sperfeld, A., Ludolph, A.C., Tumani, H. Neurosci. Lett. (2004) [Pubmed]
  16. Receptor for advanced glycation endproduct (RAGE)-mediated nuclear factor-kappaB activation in vasculitic neuropathy. Haslbeck, K.M., Bierhaus, A., Erwin, S., Kirchner, A., Nawroth, P., Schlötzer, U., Neundörfer, B., Heuss, D. Muscle Nerve (2004) [Pubmed]
  17. Differential accumulation of advanced glycation end products in the course of diabetic retinopathy. Hammes, H.P., Alt, A., Niwa, T., Clausen, J.T., Bretzel, R.G., Brownlee, M., Schleicher, E.D. Diabetologia (1999) [Pubmed]
  18. Aminoguanidine inhibits advanced glycation end products formation on beta2-microglobulin. Hou, F.F., Boyce, J., Chertow, G.M., Kay, J., Owen, W.F. J. Am. Soc. Nephrol. (1998) [Pubmed]
  19. Reactive oxygen species accelerate production of vascular endothelial growth factor by advanced glycation end products in RAW264.7 mouse macrophages. Urata, Y., Yamaguchi, M., Higashiyama, Y., Ihara, Y., Goto, S., Kuwano, M., Horiuchi, S., Sumikawa, K., Kondo, T. Free Radic. Biol. Med. (2002) [Pubmed]
  20. Nepsilon-(Carboxymethyl)lysine induces gamma-glutamylcysteine synthetase in RAW264.7 cells. Miyahara, Y., Ikeda, S., Muroya, T., Yasuoka, C., Urata, Y., Horiuchi, S., Kohno, S., Kondo, T. Biochem. Biophys. Res. Commun. (2002) [Pubmed]
  21. Lipid peroxidation and protein modification in a mouse model of chronic iron overload. Sochaski, M.A., Bartfay, W.J., Thorpe, S.R., Baynes, J.W., Bartfay, E., Lehotay, D.C., Liu, P.P. Metab. Clin. Exp. (2002) [Pubmed]
  22. Suppression of N(epsilon)-(carboxymethyl)lysine generation by the antioxidant N-acetylcysteine. Nakayama, M., Izumi, G., Nemoto, Y., Shibata, K., Hasegawa, T., Numata, M., Wang, K., Kawaguchi, Y., Hosoya, T. Peritoneal dialysis international : journal of the International Society for Peritoneal Dialysis. (1999) [Pubmed]
  23. Photo-enhanced modification of human skin elastin in actinic elastosis by N(epsilon)-(carboxymethyl)lysine, one of the glycoxidation products of the Maillard reaction. Mizutari, K., Ono, T., Ikeda, K., Kayashima, K., Horiuchi, S. J. Invest. Dermatol. (1997) [Pubmed]
  24. N epsilon-(carboxymethyl)lysine in blood from maintenance hemodialysis patients may contribute to dialysis-related amyloidosis. Motomiya, Y., Oyama, N., Iwamoto, H., Uchimura, T., Maruyama, I. Kidney Int. (1998) [Pubmed]
  25. Inhibition of apoptosis and reduction of intracellular pH decrease in retinal neural cell cultures by a blocker of carbonic anhydrase. Kniep, E.M., Roehlecke, C., Ozkucur, N., Steinberg, A., Reber, F., Knels, L., Funk, R.H. Invest. Ophthalmol. Vis. Sci. (2006) [Pubmed]
  26. Increased levels of N(epsilon)-(carboxymethyl)lysine and N(epsilon)-(carboxyethyl)lysine in type 1 diabetic patients with impaired renal function: correlation with markers of endothelial dysfunction. Lieuw-A-Fa, M.L., van Hinsbergh, V.W., Teerlink, T., Barto, R., Twisk, J., Stehouwer, C.D., Schalkwijk, C.G. Nephrol. Dial. Transplant. (2004) [Pubmed]
  27. In vitro formation of N(epsilon)-(carboxymethyl)lysine and imidazolones under conditions similar to continuous ambulatory peritoneal dialysis. Tauer, A., Knerr, T., Niwa, T., Schaub, T.P., Lage, C., Passlick-Deetjen, J., Pischetsrieder, M. Biochem. Biophys. Res. Commun. (2001) [Pubmed]
  28. Liquid chromatography-based determination of urinary free and total N(epsilon)-(carboxymethyl)lysine excretion in normal and diabetic subjects. Friess, U., Waldner, M., Wahl, H.G., Lehmann, R., Haring, H.U., Voelter, W., Schleicher, E. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. (2003) [Pubmed]
  29. Paradox of circulating advanced glycation end product concentrations in patients with congestive heart failure and after heart transplantation. Heidland, A., Sebeková, K., Frangiosa, A., De Santo, L.S., Cirillo, M., Rossi, F., Cotrufo, M., Perna, A., Klassen, A., Schinzel, R., De Santo, N.G. Heart (2004) [Pubmed]
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