Synthesis and Derivatization of Complex Natural Products

조회수 : 195 등록일 : 2015.03.30 10:15

일시 : 2015.04.01 17:00
소속 : KAIST, Department of Chemistry
발표자 : 한순규
장소 : R404
Part 1. Total synthesis of all (-)-trigonoliimines
Enantioselective total synthesis of all known trigonoliimines will be presented. Synthetic routes consist of an asymmetric oxidation and rearrangements of 2,3-disubstituted tryptamine derivative. Common hydroxyindolenine intermediates were diverted to trigonoliimines with different molecular structures under attentively chosen reaction conditions, transformations with possible biosynthetic relevance.    
Part 2. Site-selective phosphorylation of teicoplanin
Development of three peptide-based catalysts for the site-selective phosphorylation of three distinct sugar units in teicoplanin derivative will be discussed. Two of the catalysts exploit the high affinity between the DXaa-DXaa and teicoplanin, the interaction that plays a crucial role in the mode of action of glycopeptide antibiotics. Mechanistic studies based on the x-ray crystal structure of the catalyst-bound teicoplanin, which was obtained through a carrier protein strategy will also be presented.
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