Expedient Synthesis of the Pentasaccharide Repeating Unit of the Polysaccharide O-Antigen of Escherichia coli O11

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Expedient Synthesis of the Pentasaccharide Repeating Unit of the Polysaccharide O‐Antigen of Escherichia coli O11

A convergent [3+2] block synthetic strategy was developed for the synthesis of the pentasaccharide repeating unit of the cell wall O-antigen of Escherichia coli O11 strain in excellent yield in a minimum number of steps. Several suitably functionalized thioglycoside derivatives were used as glycosyl donors during the synthesis of the target compound. A thioglycoside was the glycosyl donor used ...

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Synthesis of the pentasaccharide repeating unit of the O-antigen of E. coli O117:K98:H4

The pentasaccharide repeating unit of the O-antigen of E. coli O117:K98:H4 strain has been synthesized using a combination of sequential glycosylations and [3 + 2] block synthetic strategy from the suitably protected monosaccharide intermediates. Thioglycosides and glycosyl trichloroacetimidate derivatives have been used as glycosyl donors in the glycosylations.

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Efficient Synthesis of the Pentasaccharide Repeating Unit of the O-Antigenic Polysaccharide of Escherichia coli O166 Strain

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.

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Synthesis of the pentasaccharide repeating unit of Escherichia coli O128 antigen.

A pentasaccharide, 4-methoxyphenyl 2-acetamido-2-deoxy-β-d-galactopyranosyl-(1→4)-α-d-galactopyranosyl-(1→3)-2-acetamido-2-deoxy-β-d-galactopyranosyl-(1→6)-[α-l-fucopyranosyl-(1→2)]-β-d-galactopyranoside (1), representing the repeating unit of Escherichia coli O128 antigen, was successfully prepared in 23% overall yield via a convergent '2+3' glycosylation strategy.

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Straightforward synthesis of a tetrasaccharide repeating unit corresponding to the O-antigen of Escherichia coli O16

A straightforward synthesis of the tetrasaccharide repeating unit of the O-antigen of Escherichia coli O16 has been achieved following a sequential glycosylation strategy. A minimum number of steps was used for the synthesis of the target compound involving a one-pot glycosylation and a protecting group manipulation. All intermediate reactions afford their products in high yield, and the glycos...

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ژورنال

عنوان ژورنال: ChemistryOpen

سال: 2015

ISSN: 2191-1363

DOI: 10.1002/open.201500129