α(2→9)唾液酸寡糖之固相合成

Solid-phase Synthesis of α(2→9) Oligosialic Acids

林迺彬(Nai-Pin Lin)

指導教授 ： 林俊成

國立清華大學/理學院/化學系/碩士(2009年)

摘要

The thesis described the development of a solid-phase synthetic method for the synthesis of α(2→9) oligosialic acids. The TentaGel was chosen as the solid support and Wang linker was used to link with sialic acid. The use of 5-N,4-O-carbonyl protected thiosialoside as donor provided an excellent α selectivity on solid phase sialylation reaction. To achieve the synthesis of higher order oligosialic acids, a semiautomatic reaction system was used to keep the resin away form moisture. To increment the yield of sialylation reaction, sialyl phosphate donor and acetylation step to protect remained hydroxyl groups after sialylation was tested.

關鍵字

固相合成 ； 唾液酸寡糖 ； 唾液酸

並列摘要

本篇論文之目的在於發展出利用固相合成的方法合成出α(2→9)唾液酸寡 糖，藉由Wang type TentaGel 作為固相材料，使用5-N,4-O-羰基保護的唾液酸 作為予體，可成功的獲得高度α 選擇性的α(2→9)唾液酸鍵結。為了得到更長單 元的α(2→9)唾液酸寡糖，密閉系統的設計用以隔絕空氣中水氣的干擾，使用新 發展的磷酸唾液酸予體以期增加反應性、以及在合成過程中反保護未反應之羥 基等方式皆被嘗試運用。

並列關鍵字

Solid-phase Synthesis ； Oligosialic Acids ； Sialic Acids

參考文獻

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