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Total Synthesis of an Immunomodulatory Phosphoglycolipid from Thermophilic Bacteria
Authors:Hong‐Jyune Lin  Avijit Kumar Adak  L Vijaya Raghava Reddy  Prof Shih‐Hsiung Wu  Prof Chun‐Cheng Lin
Institution:1. Department of Chemistry, National Tsing Hua University, No. 101, Section 2, Kuang Fu Road, Hsinchu 300 (Taiwan), Fax: (+886)?3‐5711082;2. Institute of Biological Chemistry, Academia Sinica, Taipei 115 (Taiwan)
Abstract:A method for the stereocontrolled synthesis of a bacterial phosphoglycolipid (PGL 1 ) isolated from thermophilic bacteria is described. The key features of the synthesis include a highly α‐selective glycosylation reaction between a trichloroacetimidate donor and a D ‐lyxose‐derived primary alcohol acceptor and the late‐stage incorporation of the phospholipid.
Keywords:diastereoselectivity  glycolipids  glycosylation  immunomodulators  phosphoglycolipids  total synthesis
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