Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives
Reexamination Certificate
2005-10-04
2005-10-04
Wilson, James O. (Department: 1623)
Organic compounds -- part of the class 532-570 series
Organic compounds
Carbohydrates or derivatives
C536S017200, C536S018400, C536S115000, C536S119000, C536S120000, C536S122000, C536S124000, C536S126000
Reexamination Certificate
active
06951934
ABSTRACT:
The present invention relates to a novel method of chemically preparing functionalized derivatives of β-(1,3)-glucans, enabling obtaining oligosaccharides which are free or which comprise specific groups such as, for example, sulphate, phosphate, methyl, in pre-defined positions. This method includes a reaction between a glycosyl donor of formula (Ia) or (Ib) and a glycosyl acceptor of formula (II), defined in the claims. Application: Preparation of biologically active compounds which can be used in the agricultural, cosmetic or pharmaceutical fields.
REFERENCES:
patent: 4719202 (1988-01-01), van Boeckel et al.
patent: 5721368 (1998-02-01), Brands
patent: 6632940 (2003-10-01), Yvin et al.
Ziegler et al, “Prearranged Glycosides, Part 6: Double Asymmetric Induction During Intramolecular Glycosylation”, European Journal of Organic Chemistry, vol. 1998, No. 1, pp. 163-170, 1998.
Takeo et al. “Synthesis of the laminara-oligosaccaharide beta-glycosides of dp 3-8”.Carbohydrate Research, vol. 245, pp. 81-96, 1993.
Collins et al. “A new cycloglucohexasoe derivative of the chemical synthesis of cyclo {-3-beta-D-Glcp-(1-3-!5!-D-Glcp-1-}”.Tetrahedron Letters, vol. 31, No. 31, pp. 45174520, (1990).
Paulson et al. “Synthese von verzweigten tetrasaccharid-und pentasaccharide-strukturen von N-glycoprotein, methyliert an 4′-OH des verzweigungsgliedes”Liebigs Ann. Chem., pp. 1303-1313, (1992).
Ziegler et al. “Intramolecular glycosylation of prearranged glycosides part 5 alpha-(1>4)-selective glucosylation of glucosides and glucosamines”.Tetrahedron Letters, vol. 38, No. 21, pp. 37153718, May 26, 1997.
Fugedi et al. “Synthesis of a branched heptasaccharide having a phytoalexin-elicitor activity”.Carbohydrate Research, vol. 164, pp. 297-312, (1987).
Garegg et al. “Synthesis of methyl (ethyle 2-0-acyl-3,4-di-0-benzyl-1-thio-beta-D-glucopyranoside)uronates and evaluation of their use as reactive beta-selective glucuronic acid donore”.Journal of Organic Chemistryvol. 60, pp. 2200-2204, 1995.
Xia et al. “Use of 1,2,-dichloro 4,5-dicyanoquinone (DDQ) for cleavage of the 2-naphthymethyl (NAP) group”.Tetrahedron Letters, vol. 41, No. 2, pp. 169-173, 2000.
Nilsson et al. “Synthesis of a spacer-containing nonasaccharide fragment ofStreptococcus pneumoniae19F capsular polysaccharide”.Journal Chem. Soc., vol. 1, pp. 1699-1704, 1998.
Nilsson et al. “Synthesis of the methyl glycosides of a tri- and a tetra-saccharide related to heparin and heparan sulphate”.Carbohydrate Research, vol. 246, pp. 361-372, Aug. 17, 1993.
Gridley et al. “Regioselective Lipase-catalysed acylation of 4,6,-O-benzylidene-beta-D-pyranoside derivatives displaying a range of anomeric substituents”Synlett, pp. 1397-1399, Dec. 1997.
Verduyn et al. Synthesis of a methyl heptaglucoside: analogue of the phytoalexin elicitor from phytophtora megasperma.Tetranderon, vol. 49, No. 33, pp. 7301-7316, 1993.
Matsuo et al. “A new strategy for the synthesis of the core trisaccharide of asparagines-linked sugar chains”.Tetrahedron Letters, vol. 37, No. 48, pp. 8795-8798, 1996.
Bousquet et al. “Capsular polysacchardie ofStreptococcus pneumoniaetype 19F: synthesis of the repeating unit”.Carbohydrate Research, vol. 311, pp. 171-181, 1998.
Ziegler et al. “Synthetic studies toward pyruvate acetal containing saccharides. Synthesis of the carbohydrate part of the Mycobactrium smegmatis pentasaccharide glycolipid and fragments thereof for the preparation neoantigens”Journal Org. Chem, vol. 58, pp. 1090-1092, 1993.
Ferrieres Vincent
Jamois Frank
Plusquellec Daniel
Yvin Jean-Claude
Laboratories Goemar
White Everett
Wilson James O.
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