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New Developments for Carbohydrate Synthesis

등록일
2007년 2월 5일 17시 27분 30초
접수번호
0051
발표코드
목16C2심 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
목 14시 : 35분
발표형식
심포지엄
발표분야
유기화학 - Glycoscience: A New Frontier in Chemistry and Chemical Biology
저자 및
공동저자
Shang-Cheng Hung
Department of Chemistry, National Tsing Hua University,
Carbohydrates are involved in numerous vital life processes. They are structurally diverse and complex as compared to other biopolymers (proteins and nucleic acids) and are present in micro-heterogeneous forms in nature. Chemical synthesis of carbohydrates, the practical route to procure pure oligosaccharides, is however hampered by two major hurdles, regioselective protection of polyhydroxyls and rapid assembly of glycosidic linkages involving the stereoselective control of - or -glycosidic bonds. Here, a novel, combinatorial, and highly regioselective method to protect individual hydroxyls of monosaccharide units and install an orthogonal protecting group pattern in a one-pot manner is presented, obviating the necessity to carry out intermittent tedious workups and time-consuming purifications. Hundreds of monosaccharide building blocks have been efficiently prepared. Iterative coupling of these synthons to the assembly of -1,6-glucans is demonstrated. Thereby, the combination of one-pot protection method and one-pot glycosylation may offer an efficient protocol to solve the long-standing problem in oligosaccharide synthesis.

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