Amount of Nω-(Carboxymethyl)arginine generated in collagen and bovine serum albumin during glycation reactions is significantly different

Connective Tissue Research

Volumn 48, Issue 5, 2007, Pages 271-276

  Iijima, Katsumasa ^a   Fujimoto, Daisaburou ^a   Irie, Shinkichi ^a,b  

^a NIPPI RESEARCH INSTITUTE OF BIOMATRIX   (Japan)

^b Japan Institute of Leather Research   (Japan)

Author keywords

Advanced glycation end products (AGEs); Collagen; Glycation; N Carboxymethyllysine (CML); N Carboxymethylarginine (CMA)

Indexed keywords

ADVANCED GLYCATION END PRODUCT; ARGININE DERIVATIVE; BOVINE SERUM ALBUMIN; COLLAGEN TYPE 1; GLUCOSE; LYSINE DERIVATIVE; RIBOSE;

AMINO ACID ANALYSIS; ANIMAL TISSUE; ARTICLE; CARBOHYDRATE ANALYSIS; CONNECTIVE TISSUE DISEASE; CONTROLLED STUDY; DISEASE MARKER; GLYCATION; IN VITRO STUDY; INCUBATION TIME; NONHUMAN; PROTEIN DETERMINATION; PROTEIN SYNTHESIS; QUANTITATIVE ANALYSIS;

ANIMALS; ARGININE; CATTLE; COLLAGEN TYPE I; GLUCOSE; GLYCOSYLATION END PRODUCTS, ADVANCED; LYSINE; RIBOSE; SERUM ALBUMIN, BOVINE;

BOVINAE;

EID: 34648820044     PISSN: 03008207     EISSN: 16078438     Source Type: Journal    
DOI: 10.1080/03008200701587521     Document Type: Article

References (17)

1. Dyer, D. G., Blackledge, J. A., Thorpe, S. R. and Baynes, J. W. (1991) Formation of pentosidine during nonenzymatic browning of proteins by glucose. Identification of glucose and other carbohydrates as possible precursors of pentosidine in vivo. J. Biol. Chem., 266:18, pp. 11654-11660.
2. Sell, D. R., Nagaraj, R. H., Grandhee, S. K., Odetti, P., Lapolla, A., Fogarty, J. and Monnier, V. M. (1991) Pentosidine: A molecular marker for the cumulative damage to proteins in diabetes, aging, and uremia. Diabetes. Metab. Rev., 7:4, pp. 239-251.
3. Ahmed, M. U., Thorpe, S. R. and Baynes, J. W. (1986) Identification of N epsilon-carboxymethyllysine as a degradation product of fructoselysine in glycated protein. J. Biol. Chem., 261:11, pp. 4889-4894.
4. Ahmed, M. U., Frye, E. Brinkmann, Degenhardt, T. P., Thorpe, S. R. and Baynes, J. W. (1997) N-epsilon-(carboxyethyl)lysine, a product of the chemical modification of proteins by methylglyoxal, increases with age in human lens proteins. Biochem. J., 324, pp. 565-570.
5. Hayase, F., Nagaraj, R. H., Miyata, S., Njoroge, F. G. and Monnier, V. M. (1989) Aging of proteins: Immunological detection of a glucose-derived pyrrole formed during maillard reaction in vivo. J. Biol. Chem., 264:7, pp. 3758-3764.
6. Portero-Otin, M., Nagaraj, R. H. and Monnier, V. M. (1995) Chromatographic evidence for pyrraline formation during protein glycation in vitro and in vivo. Biochim. Biophys. Acta, 1247:1, pp. 74-80.
7. Ahmed, N., Thornalley, P. J., Dawczynski, J., Franke, S., Strobel, J., Stein, G. and Haik, G. M. (2003) Methylglyoxal-derived hydroimidazolone advanced glycation end-products of human lens proteins. Invest. Ophthalmol. Vis. Sci., 44:12, pp. 5287-5292.
8. Kilhovd, B. K., Giardino, I., Torjesen, P. A., Birkeland, K. I., Berg, T. J., Thornalley, P. J., Brownlee, M. and Hanssen, K. F. (2003) Increased serum levels of the specific AGE-compound methylglyoxal-derived hydroimidazolone in patients with type 2 diabetes. Metabolism, 52:2, pp. 163-167.
9. Oya, T., Hattori, N., Mizuno, Y., Miyata, S., Maeda, S., Osawa, T. and Uchida, K. (1999) Methylglyoxal modification of protein. Chemical and immunochemical characterization of methylglyoxal-arginine adducts. J. Biol. Chem., 274:26, pp. 18492-18502.
10. Nagai, R., Hayashi, C. M., Xia, L., Takeya, M. and Horiuchi, S. (2002) Identification in human atherosclerotic lesions of GA-pyridine, a novel structure derived from glycolaldehyde-modified proteins. J. Biol. Chem., 277:50, pp. 48905-48912.
11. Odani, H., Iijima, K., Nakata, M., Miyata, S., Kusunoki, H., Yasuda, Y., Hiki, Y., Irie, S., Maeda, K. and Fujimoto, D. (2001) Identification of N(omega)-carboxymethylarginine, a new advanced glycation endproduct in serum proteins of diabetic patients: Possibility of a new marker of aging and diabetes. Biochem. Biophys Res. Commun., 285:5, pp. 1232-1236.
12. Iijima, K., Murata, M., Takahara, H., Irie, S. and Fujimoto, D. (2000) Identification of N(omega)-carboxymethylarginine as a novel acid-labileadvanced glycation end product in collagen. Biochem. J., 347, pp. 23-27.
13. Sato, K., Ebihara, T., Adachi, E., Kawashima, S., Hattori, S. and Irie, S. (2000) Possible involvement of aminotelopeptide in self-assembly and thermal stability of collagen I as revealed by its removal with proteases. J. Biol. Chem., 275:33, pp. 25870-25875.
14. Bidlingmeyer, B. A., Cohen, S. A. and Tarvin, T. L. (1984) Rapid analysis of amino acids using pre-column derivatization. J. Chromatogr., 336:1, pp. 93-104.
15. Ahmed, N., Argirov, O. K., Minhas, H. S., Cordeiro, C. A. and Thornalley, P. J. (2002) Assay of advanced glycation endproducts (AGEs): surveying AGEs by chromatographic assay with derivatization by 6-aminoquinolyl-N-hydroxysuccinimidyl-carbamate and application to Nepsilon-carboxymethyl-lysine- and Nepsilon-(1-carboxyethyl)lysine-modified albumin. Biochem. J., 364, pp. 1-14.
16. Ahmed, N. and Thornalley, P. J. (2002) Chromatographic assay of glycation adducts in human serum albumin glycated in vitro by derivatization with 6-aminoquinolyl-N-hydroxysuccinimidyl-carbamate and intrinsic fluorescence. Biochem. J., 364, pp. 15-24.
17. Slatter, D. A., Paul, R. G., Murray, M. and Bailey, A. J. (1999) Reactions of lipid-derived malondialdehyde with collagen. J. Biol. Chem., 274:28, pp. 19661-19669.