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🏛️國立陽明交通大學機構典藏

Author: search.filters.author.Lin, Chun-HungSubject: search.filters.subject.glycosylation

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    Diverse Synthesis of Natural Trehalosamines and Synthetic 1,1 '-Disaccharide Aminoglycosides
    (2019-01-18)
    Lu, Yen-Chu
    ;
    Mondal, Soumik
    ;
    Wang, Ching-Chi
    ;
    Lin, Chun-Hung
    ;
    Mong, Kwok-Kong Tony
    A general strategy for the diverse synthesis of ten disaccharide aminoglycosides, including natural 2-trehalosamine (1), 3-trehalosamine (2), 4-trehalosamine (3), and neotrehalosyl 3,3 '-diamine (8) and synthetic aminoglycosides 4-7, 9, and 10, has been developed. The aminoglycoside compounds feature different anomeric configurations and numbers of amino groups. The key step for the synthesis was the glycosylation coupling of a stereodirecting donor with a configuration-stable TMS glycoside acceptor. Either the donor or acceptor could be substituted with an azido group. The aminoglycosides prepared in the present study were characterized by 1D and 2D NMR spectroscopy.
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    Total Synthesis of a Glycoglycerolipid from Meiothermus taiwanensis through a One-Pot Glycosylation Reaction and Exploration of its Immunological Properties
    (2013-12-01)
    Ghosh, Bhaswati
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    Lai, Yen-Hsun
    ;
    Shih, Yu-Yin
    ;
    Pradhan, Tapan Kumar
    ;
    Lin, Chun-Hung
    The total synthesis of a glycoglycerolipid isolate of Meiothermus taiwanensis and its truncated structural analogues is reported. Our synthesis employed DMF-modulated and low-concentration glycosylation reactions for the construction of - and -glycosidic bonds in the absence of participating protecting groups. Further simplification of the synthesis was achieved by employing a low-concentration one-pot glycosylation procedure. Preliminary immunological studies showed that one of the truncated structural analogues suppressed the cytokine production of THP-1 monocytes.