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Synthesis 2007(17): 2660-2666
DOI: 10.1055/s-2007-983836
DOI: 10.1055/s-2007-983836
PAPER
© Georg Thieme Verlag Stuttgart · New York
Synthesis of Oligosaccharides Corresponding to the Polysaccharides of Lactobacillus and Thermophilus Strains [1]
Further Information
Received
14 February 2007
Publication Date:
08 August 2007 (online)
Publication History
Publication Date:
08 August 2007 (online)
Abstract
Synthesis of a branched trisaccharide and a tetrasaccharide repeating units corresponding to the polysaccharides of Lactobacillus spp. G-77 and Thermus thermophilus Samu-SA1 as their methyl glycosides has been achieved in excellent yield. Most of the glycosyl linkages are 1,2-cis in these oligosaccharide fragments.
Key words
oligosaccharide - glycoside - glycosylation - Thermus thermophilus - Lactobacillus ssp. G-77
C.D.R.I. communication no. 7139.
-
2a
van Hijum SAF,van Geel-Schutten GH,Dijkhuizen L, andRahaoui H. inventors; US 185,537. ; Chem. Abstr. 2004, 273630g -
2b
Mikuni K,Fujita T,Osawa T,Aoyama Y,Hara K, andHashimoto H. inventors; JP 3,083,992. ; Chem. Abstr. 1991, 183800w - 3
Cerning J. FEMS Microbiol. Rev. 1990, 87: 113 -
4a
Duenas-Chasco MT.Rodriguez-Carvajal MA.Tejero-Mateo P.Franco-Rodriguez G.Espartero JL.Irastorza-Iribar A.Gil-Serrano AM. Carbohydr. Res. 1997, 303: 453 -
4b
Llauberes RM.Richard B.Lonvaud A.Dubordieu D. Carbohydr. Res. 1990, 203: 103 - 5
Duenas-Chasco MT.Rodriguez-Carvajal MA.Tejero-Mateo P.Espartero JL.Irastorza-Iribas A.Gil-Serrano AM. Carbohydr. Res. 1998, 307: 125 -
6a
Quintela JC.Pittenauer E.Allmaier G.Arán V.de Pedro MA. J. Bacteriol. 1995, 177: 4947 -
6b
Quintela JC.Garcia-Del Portillo F.Pittenauer E.Allmaier G.de Pedro MA. J. Bacteriol. 1999, 181: 334 -
7a
Pask-Hughes RA.Shaw N. J. Bacteriol. 1982, 149: 54 -
7b
Lu TL.Chen CS.Yang FL.Fung JM.Chen MY.Tsay SS.Li J.Zou W.Wu SH. Carbohydr. Res. 2004, 339: 2593 - 8
Wait R.Carreto L.Nobre MF.Ferreira AM.Da Costa MS. J. Bacteriol. 1997, 179: 6154 - 9
Leone A.Molinaro S.Lindner B.Romano I.Nicolaus B.Parrilli M.Lanzetta R.Holst O. Glycobiology 2006, 16: 766 -
10a
Agnihotri G.Misra AK. Tetrahedron Lett. 2006, 47: 8493 -
10b
Agnihotri G.Misra AK. Carbohydr. Res. 2006, 341: 2420 -
10c
Tiwari P.Puri A.Chander R.Bhatia G.Misra AK. Bioorg. Med. Chem. Lett. 2006, 16: 6028 - 11
Zhang Z.Magnusson G. Carbohydr. Res. 1996, 295: 41 - 12
Agnihotri G.Tiwari P.Misra AK. Carbohydr. Res. 2005, 340: 1393 - 13
Madhusudan SK.Agnihotri G.Negi DS.Misra AK. Carbohydr. Res. 2005, 340: 1373 - 14
Wu X.Kong F.Lu D.Zhang P. Carbohydr. Res. 1992, 229: 75 - 15
Magnusson G.Ahlfors S.Dahmen J.Jansson K.Nilsson U.Noori G.Stenvall K.Tjornebo A. J. Org. Chem. 1990, 55: 3932 - 16
Kovac P. Carbohydr. Res. 1993, 245: 219 - 17
Zemplén G. Ber. Dtsch. Chem. Ges. 1926, 59: 1254 - 18
Corey EJ.Venkateswarlu A. J. Am. Chem. Soc. 1972, 94: 6190 - 19
Pacsu E. Methods Carbohydr. Chem. 1963, 2: 354 - 20
Ohlsson J.Magnusson G. Carbohydr. Res. 2000, 329: 49 -
21a
Agnihotri G.Misra AK. Tetrahedron Lett. 2006, 47: 3653 -
21b
Chakraborti A. K.Gulhane R. Chem. Commun. 2003, 1896 - 22
Pearlman WM. Tetrahedron Lett. 1967, 8: 1663 - 23
Kinzy W.Schmidt RR. Liebigs Ann. Chem. 1985, 1537 - 24
Bhattacharyya S.Magnusson BG.Wellmar U.Nilsson UJ. J. Chem. Soc, Perkin Trans. 1 2001, 886 - 25
Ehara T.Kameyama A.Yamada Y.Ishida H.Kiso M.Hasegawa A. Carbohydr. Res. 1996, 281: 237
References
C.D.R.I. communication no. 7139.