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Synthesis 2015; 47(01): 83-88
DOI: 10.1055/s-0034-1378911
DOI: 10.1055/s-0034-1378911
paper
Efficient Synthesis of the Pentasaccharide Repeating Unit of the O-Antigenic Polysaccharide of Escherichia coli O166 Strain
Weitere Informationen
Publikationsverlauf
Received: 20. Juni 2014
Accepted after revision: 06. Oktober 2014
Publikationsdatum:
10. November 2014 (online)
Abstract
An efficient strategy has been developed for the synthesis of the pentasaccharide repeating unit of the cell-wall polysaccharide of Escherichia coli O166 strain through sequential stereoselective glycosylations of monosaccharide intermediates. All the glycosylation steps were high-yielding with high stereoselectivities.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1378911.
- Supporting Information
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References
- 1 Thapar N, Sanderson IR. Lancet 2004; 363: 641
- 2 Ashbolt NJ. Toxicology 2004; 198: 229
- 3 Guerrant RL, Hughes JM, Lima NL, Crane J. Rev. Infect. Dis. 1990; 12: S41
- 4 Nataro JP, Kaper JB. Clin. Microbiol. Rev. 1998; 11: 142
- 5 McVeigh A, Fasano A, Scott DA, Jelacic S, Moseley SL, Robertson DC, Savarino SJ. Infect. Immun. 2000; 68: 5710
- 6 Hussein HS, Sakuma T. J. Dairy Sci. 2005; 88: 450
- 7 Zhou Z, Ogasawara J, Nishikawa Y, Seto Y, Helander A, Hase A, Iritani N, Nakamura H, Arikawa K, Kai A, Kamata Y, Hoshi H, Haruki K. Epidemiol. Infect. 2002; 128: 363
- 8 Ali T, Weintraub A, Widmalm G. Carbohydr. Res. 2007; 342: 274
- 9 Alanis AJ. Arch. Med. Res. 2005; 36: 697
- 10 Yan S, Ding N, Zhang W, Wang P, Li Y, Li M. Carbohydr. Res. 2012; 354: 6
- 11 Das SK, Ghosh R, Roy N. J. Carbohydr. Chem. 1993; 12: 693
- 12 Santra A, Ghosh T, Misra AK. Tetrahedron: Asymmetry 2012; 23: 1385
- 13 Ziegler T, Eckhardt E, Strayle J, Herzog H. Carbohydr. Res. 1994; 253: 167
- 14 Panchadhayee R, Misra AK. Tetrahedron: Asymmetry 2009; 20: 1550
- 15 Panchadhayee R, Misra AK. Synlett 2010; 1193
- 16 Hudson CS, Dale IK. J. Am. Chem. Soc. 1915; 37: 1264
- 17 Konradsson P, Udodong UE, Fraser-Reid B. Tetrahedron Lett. 1990; 31: 4313
- 18 Veeneman GH, van Leeuwen SH, van Boom JH. Tetrahedron Lett. 1990; 31: 1331
- 19 Ogawa T, Yamamoto H. Agric. Biol. Chem. 1985; 49: 475
- 20 Zemplén G. Ber. Dtsch. Chem. Ges. 1926; 59: 1254
- 21 Field RA, Otter A, Fu W, Hindsgaul O. Carbohydr. Res. 1995; 276: 347
- 22 Kumar R, Maulik PR, Misra AK. Glycoconjugate J. 2008; 25: 511
- 23 Lee H.-H, Schwartz DA, Harris JF, Carver JP, Krepinsky JJ. Can. J. Chem. 1986; 64: 1912
- 24 Pearlman WM. Tetrahedron Lett. 1967; 8: 1663