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De novo synthesis of D- and L-fucosamine containing disaccharides.

ABSTRACT: The availability of rare monosaccharides that cannot be isolated from natural sources is currently limiting the access to the synthesis and the biological evaluation of complex bacterial cell-surface glycans. Here, we report the synthesis of D- and L-fucosamine building blocks by a de novo approach from L- and D-Garner aldehydes. These differentially protected monosaccharide building blocks were utilized to prepare disaccharides present on the surface of Pseudomonas aeruginosa bacteria.

SUBMITTER: Leonori D

PROVIDER: S-EPMC3596053 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature

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De novo synthesis of D- and L-fucosamine containing disaccharides.

Leonori Daniele D Seeberger Peter H PH

Beilstein journal of organic chemistry 20130214

The availability of rare monosaccharides that cannot be isolated from natural sources is currently limiting the access to the synthesis and the biological evaluation of complex bacterial cell-surface glycans. Here, we report the synthesis of D- and L-fucosamine building blocks by a de novo approach from L- and D-Garner aldehydes. These differentially protected monosaccharide building blocks were utilized to prepare disaccharides present on the surface of Pseudomonas aeruginosa bacteria. ...[more]

PMID: 23503315

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