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- W2765982235 abstract "Abstract Oligosaccharides are involved in a myriad of biological phenomena. Many glycobiological experiments can be undertaken if homogenous and well‐defined oligosaccharides are accessible. Mycobacterial cell walls contain arabinogalactan as one of the major constituents that is challenging for chemical synthesis. Therefore, the major aim of this investigation is to synthesise a major oligosaccharide portion of the arabinogalactan. The pentacosafuranoside (25mer) synthesis involved installation of several arabinofuranosidic linkages through neighbouring group participation for 1,2‐ trans linkages and oxidation‐reduction strategy for the 1,2‐ cis Araf. A strategically placed n ‐pentenyl moiety at the reducing end enables ligation of biomolecular probes through celebrated cross metathesis or thiol‐ene click reactions. Several linear and branched oligosaccharides were synthesised ranging from trisaccharide to pentadecasaccharide during this endeavour. Synthesis of pentacosasaccharide was accomplished in 77 steps with 0.0012 % overall yield. These oligosaccharides are envisioned to be excellent probes for understanding disease biology thereby facilitating discovery of novel antitubercular agents, vaccines and/or diagnostics." @default.
- W2765982235 created "2017-11-10" @default.
- W2765982235 creator A5006431447 @default.
- W2765982235 creator A5031872284 @default.
- W2765982235 creator A5068685394 @default.
- W2765982235 creator A5070426358 @default.
- W2765982235 date "2017-12-19" @default.
- W2765982235 modified "2023-09-27" @default.
- W2765982235 title "A Versatile Synthesis of Pentacosafuranoside Subunit Reminiscent of Mycobacterial Arabinogalactan Employing One Strategic Glycosidation Protocol" @default.
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- W2765982235 doi "https://doi.org/10.1002/chem.201704009" @default.
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