Journal
ORGANIC LETTERS
Volume 12, Issue 7, Pages 1624-1627Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol1003912
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Funding
- Max Planck Society
- Alexander von Humboldt Foundation
- Studienstiftung des deutschen Volkes
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Zwitterionic polysaccharides (ZPSs) are potent T-cell activators that naturally occur on the cell surface of bacteria and show potential as immunostimulatory agents. An unusual, yet important component of many ZPSs is 2-acetamido-4-amino-2,4,6-trideoxy-D-galactose (AAT). AAT building block 2 was prepared via a de novo synthesis from N-Cbz-L-threonine 5. Furthermore, building block 2 was used to synthesize disaccharide 15 that constitutes a fragment of zwitterionic polysaccharide A1 (PS A1) found in Bacteroides fragilis.
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