Pure and Applied Chemistry, 2007, Volume 79, No. 12, pp. 2229-2242, References

Pure Appl. Chem., 2007, Vol. 79, No. 12, pp. 2229-2242

http://dx.doi.org/10.1351/pac200779122229

Synthesis and biological relevance of N-acetylglucosamine-containing oligosaccharides*

El Sayed H. El Ashry^1,2 and Mohamed R. E. Aly³

¹ International Center for Chemical and Biological Sciences (HEJ Research Institute for Chemistry), Karachi University, Karachi, Pakistan
² On leave from Chemistry Department, Faculty of Science, Alexandria University, Alexandria, Egypt
³ Chemistry Department, Faculty of Science, Suez Canal University, Ismailia, Egypt

References

1. (a). A. Kobata. Proc. Jpn. Acad. 81B, 418 (2005); (http://dx.doi.org/10.2183/pjab.81.418)
1. (b). C. R. Bertozzi, L. L. Kiessling. Science 291, 2357 (2001); (http://dx.doi.org/10.1126/science.1059820)
1. (c). A. Helenius, M. Aebi. Science 291, 2364 (2001); (http://dx.doi.org/10.1126/science.291.5512.2364)
1. (d). J. Alper. Science 291, 2338 (2001); (http://dx.doi.org/10.1126/science.291.5512.2338)
1. (e). J. C. McAuliffe, O. Hindsgaul. Chem. Ind. 170 (1997);
1. (f). E. F. Hounsel. Carbohydr. Res. 300, 47 (1997); (http://dx.doi.org/10.1016/S0008-6215(97)00067-0)
1. (g). P. M. Simon. Drug Discov. Today 1, 522 (1996); (http://dx.doi.org/10.1016/S1359-6446(96)10044-1)
1. (h). R. A. Dwek. Chem. Rev. 96, 683 (1996); (http://dx.doi.org/10.1021/cr940283b)
1. (i). A. Varki. Glycobiology 3, 97 (1993); (http://dx.doi.org/10.1093/glycob/3.2.97)
1. (j). A. Kobata. Acc. Chem. Res. 26, 319 (1993); (http://dx.doi.org/10.1021/ar00030a004)
1. (k). R. Kornfeld, S. Kornfeld. Ann. Rev. Biochem. 54, 631 (1985); (http://dx.doi.org/10.1146/annurev.bi.54.070185.003215)
1. (l). H. Herzner, T.Reipen, M. Schultz, H. Kunz. Chem. Rev. 100, 4495 (2000). (http://dx.doi.org/10.1021/cr990308c)
2. G. Vaaje-Kolstad, A. Vasella, M. G. Peter, C. Netter, D. R. Houston, B. Westereng, B. Synstad, V. G. H. Eijsink, D. M. F. van Aalten. J. Biol. Chem. 279, 3612 (2004). (http://dx.doi.org/10.1074/jbc.M310057200)
3. (a). F. V. Rao, D. R. Houston, R. G. Boot, J. M. F. G. Aerts, S. Sakuda, D. M. F. van Aalten. J. Biol. Chem. 278, 20110 (2003); (http://dx.doi.org/10.1074/jbc.M300362200)
3. (b). N. Asano. Glycobiology 13, 93R (2003). (http://dx.doi.org/10.1093/glycob/cwg090)
4. F. V. Rao, O. A. Andersen, K. A. Vora, J. A. DeMartino, D. M. F. van Aalten. Chem. Biol. 12, 973 (2005). (http://dx.doi.org/10.1016/j.chembiol.2005.07.009)
5. A. R. Yeager, N. S. Finney. J. Org. Chem. 69, 613 (2004). (http://dx.doi.org/10.1021/jo035100c)
6. D. Hesek, M. Suvorov, K.-I. Morio, M. Lee, S. Brown, S. B. Vakulenko, S. Mobashery. J. Org. Chem. 69, 778 (2004). (http://dx.doi.org/10.1021/jo035397e)
7. D. Hesek, M. Lee, K.-I. Morio, S. Mobashery. J. Org. Chem. 69, 2137 (2004). (http://dx.doi.org/10.1021/jo035583k)
8. P. L. DeAngelis. J. Biol. Chem. 274, 26557 (1999). (http://dx.doi.org/10.1074/jbc.274.37.26557)
9. H. Takaku, H.-K. Ishida, M. Fujita, T. Inazu, H. Ishida, M. Kiso. Synlett 818 (2007). (http://dx.doi.org/10.1055/s-2007-970766)
10. J.-C. Prome, J. Denarie, G. Truchet. Pure Appl. Chem. 70, 55 (1998). (http://dx.doi.org/10.1351/pac199870010055)
11. G. E. D. Oldroyd, R. M. Mitra, R. J. Wais, S. R. Long. Plant J. 28, 191 (2001). (http://dx.doi.org/10.1046/j.1365-313X.2001.01149.x)
12. N. V. Parasadarao, C. A. Wass, K. S. Kim. Infect. Immun. 64, 154 (1996).
13. M. R. E. Aly, P. Rochaix, M. Amessou, L. Johannes, J.-C. Florent. Carbohydr. Res. 341, 2026 (2006). (http://dx.doi.org/10.1016/j.carres.2006.03.044)
14. J.-Q. Wang, X. Chen, W. Zhang, S. Zacharek, Y. C. Chen, P. G. Wang. J. Am. Chem. Soc. 121, 8174 (1999). (http://dx.doi.org/10.1021/ja990219h)
15. W. M. Watkins. Adv. Human Genet. 10, 1 (1980).
16. M. Izawa, K. Kumamoto, C. Mitsuoka, A. Kanamori, K. Ohmori, H. Ishida, S. Nakamura, K.Kurata-Miura, K. Sasaki, T. Nishi, R. Kannagi. Cancer Res. 60, 1410 (2000).
17. M. Ugorski, A. Laskowska. Acta Biochim. Pol. 49, 303 (2002).
18. K. D. Patel, S. L. Cuvelier, S. Wiehler. Semin. Immunol. 14, 73 (2002). (http://dx.doi.org/10.1006/smim.2001.0344)
19. J. F. Kennedy, C. A. White. Bioactive Carbohydrates in Chemistry, Biochemistry and Biology, Ellis Horwood, Chichester (1983).
20. P. Chaturvedi, C. D. Warren, M. Altaye, A. L. Morrow, G. Ruiz-Palacios, L. K. Pickering, D. S. Newburg. Glycobiology 11, 365 (2001). (http://dx.doi.org/10.1093/glycob/11.5.365)
21. M. Gudiel-Urbano, I. Goni. Arch. Latinoam. Nutr. 51, 332 (2001).
22. S. Martin-Sosa, M. J. Martin, L. A. Garcia-Pardo, P. Hueso. J. Dairy Sci. 86, 52 (2003).
23. P. McVeagh, J. B. Miller. J. Paediatr. Child Health 33, 281 (1997).
24. M. B. F. Stepans, S. L. Wilhelm, M. Hertzog, T. K. C. Rodehorst, S. Blaney, B. Clemens, J. J. Polak III, D. S. Newburg. Breastfeeding Med. 1, 207 (2006) and refs. cited therein.
25. L. Bode. J. Nutr. 136, 2127 (2006).
26. M. B. Engfer, B. Stahl, B. Finke, G. Sawatzki, H. Daniel. Am. J. Clin. Nutr. 71, 1589 (2000).
27. G. R. Gibson, M. Roberfroid. J. Nutr. 125, 1401 (1995).
28. G. V. Coppa, L. Zampini, T. Galeazzi, B. Facinelli, L. Ferrante, R. Capretti, G. Orazio. Pediatr. Res. 59, 377 (2006). (http://dx.doi.org/10.1203/01.pdr.0000200805.45593.17)
29. B. Wang, J. Brand-Miller, P. McVeagh, P. Petocz. Am. J. Clin. Nutr. 74, 510 (2001).
30. L. Bode, J. Rudloff, C. Kunz, J. Strobel, N. Klein. J. Leukoc. Biol. 76, 820 (2004). (http://dx.doi.org/10.1189/jlb.0304198)
31. (a). J. Banoub, P. Boullanger, D. Lafont. Chem. Rev. 92, 1167 (1992); (http://dx.doi.org/10.1021/cr00014a002)
31. (b). J. Debenham, R.Rodebaugh, B. Fraser-Reid. Liebigs Ann. 791 (1997);
31. (c). G.-J. Boons. In Carbohydrate Chemistry, Blackie A & P, Glasgow (1998);
31. (d). S. Hanessian. In Preparative Carbohydrate Chemistry, Marcel Dekker, New York (1997);
31. (e). A. F. G. Bongat, A. V. Demchenko. Carbohydr. Res. 342, 374 (2007); (http://dx.doi.org/10.1016/j.carres.2006.10.021)
31. (f). S. E. Zurabyan, A. Ya. Khorlin. Russ. Chem. Rev. 43, 887 (1974). (http://dx.doi.org/10.1070/RC1974v043n10ABEH001870)
32. E. S. H. El Ashry, N. Rashed, E. S. I. Ibrahim. Curr. Org. Synth. 2, 175 (2005). (http://dx.doi.org/10.2174/1570179053545378)
33. E. S. H. El Ashry, A. El Nemr. Synthesis of Naturally Occurring Nitrogen Heterocycles from Carbohydrates, Blackwell, Oxford (2005).
34. R. R. Schmidt, J. Castro-Palomino, O. Retz. Pure Appl. Chem. 71, 729 (1999). (http://dx.doi.org/10.1351/pac199971050729)
35. M. R. E. Aly, J. Castro-Palomino, E. I. Ibrahim, E. S. H. El Ashry, R. R. Schmidt. Eur. J. Org. Chem. 2305 (1998).
36. M. R. E. Aly, E. I. Ibrahim, E. S. H. El Ashry, R. R. Schmidt. Carbohydr. Res. 316, 121 (1999). (http://dx.doi.org/10.1016/S0008-6215(99)00051-8)
37. (a). M. R. E. Aly, E. I. Ibrahim, E. S. H. El Ashry, R. R. Schmidt. Eur. J. Org. Chem. 319 (2000); (http://dx.doi.org/10.1002/(SICI)1099-0690(200001)2000:2<319::AID-EJOC319>3.0.CO;2-V)
37. (b). M. R. E. Aly, E. I. Ibrahim, E. H. El Ashry, R. R. Schmidt. Carbohydr. Res. 331, 129 (2001). (http://dx.doi.org/10.1016/S0008-6215(01)00024-6)
38. P. Knuhr, J.-C. Palomino, M. Grathwohl, R. R. Schmidt. Eur. J. Org. Chem. 4239 (2001). (http://dx.doi.org/10.1002/1099-0690(200111)2001:22<4239::AID-EJOC4239>3.0.CO;2-M)
39. F. Roussel, M. Takhi, R. R. Schmidt. J. Org. Chem. 66, 8540 (2001). (http://dx.doi.org/10.1021/jo016018p)

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Synthesis and biological relevance of N-acetylglucosamine-containing oligosaccharides*

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