Synthesis High Mannose Type Oligosaccharide to Develop HIV-1 Vaccine

• Main Authors: Chun-Yi Chen, 陳駿儀
• Other Authors: Chi-Huey Wong
• Format: Others
• Language: zh-TW
• Published: 2007
• Online Access: http://ndltd.ncl.edu.tw/handle/71521252826267889596

碩士 === 臺灣大學 === 化學研究所 === 95 === In this thesis, a more efficient and abundant synthetic pathway to synthesize the high mannose type oligosaccharide antigen was studied. This antigen was design to induce the immune response for HIV-1. So I have used the D-mannose as starting material to afford different glycosyl donors and tried to synthesize the high mannose oligosaccharide antigen in one-pot condition. However, the final product was obtain with low purity and other impurities difficult to remove by purification procedure. Finally, I just approach to synthesize of highmannose type oligosaccharide from both of glycosyl donors 23 and acceptors 25 using step by step strategies in highly yield and purity. The oligomannose 56 have a linker part with azido functional group for the 1,3-dipolarcycloaddtion. On the other hand, the dendrimer was design to increase the density of the high mannose type oligosaccharide on the carrier protein. I use the L-lysine as the starting matrial to construct the dendrimer. The termial amino functional group would be change to alkynyl functional group using propiolic acid, which would be induce for 1,3-dipolarcycloaddtion for the connect the oligomannose and the dendrimer.