【摘 要】
：
D-Glycero-D-mannno-heptose 1β,7-bisphosphate (HBPβ) is an important intermediate for constructing the core structure of Gram-negative bacterial lipopolysaccharides and was reported as a pathogen-associated molecular pattern (PAMP) that regulates immune re
【机 构】
：
Key Laboratory of Carbohydrate Chemistry and Biotechnology, Ministry of Education, School of Biotech
论文部分内容阅读
D-Glycero-D-mannno-heptose 1β,7-bisphosphate (HBPβ) is an important intermediate for constructing the core structure of Gram-negative bacterial lipopolysaccharides and was reported as a pathogen-associated molecular pattern (PAMP) that regulates immune responses.HBPβ with 3-O-amyl amine linker and its monophosphate derivative D-glycero-D-mannno-heptose 7-phosphate (HP) with la-amyl amine linker have been synthesized as candidates for immunity study of HBPβ.The O3-amyl amine linker of heptose was installed by dibutyltin oxide-mediated regioselective alkylation under fine-tuned protecting condition.The stereoselective installation of 1β-phosphate ester was achieved by NIS-mediated phosphorylation at low temperature.The strategy for installation of 3-O-amyl amine linker onto HBP derivative can be expanded to the syntheses of other conjugation-ready carbohydrates bearing anomeric phosphoester.
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