|
Type |
Poster Presentation |
Area |
Organic Chemistry |
Room No. |
Grand Ballroom |
Time |
10월 18일 (목요일) 11:00~12:30 |
Code |
ORGN.P-76 |
Subject |
Studies on the Diastereoselective Synthesis of Phosphorodiamidate Morpholino Dimers |
Authors |
Sojeong Min, Keun ho Chun * Chemistry, Soongsil University, Korea |
Abstract |
Phosphorodiamidate morpholino oligonucleotides (PMO) are one of the antisense artificial genes that can bind natural DNA or RNA. PMO is a noncharged nucleotide analogue that can hybridize complementary DNA or RNA with higher affinity and specificity than unmodified DNA–DNA and DNA–RNA duplexes. However, there is a disadvantage that stereoisomers are formed in phosphate during polymer formation. Studies on the control of stereochemistry using metal catalysts in the synthesis of morpholino nucleoside have been published, but no studies on the stereoselectivity in the polymer formation process including dimer have been published yet. In this study, we tried to control the stereoselectivity in the formation of PMO dimers by using various Lewis acid catalysts. So far, LiBr or 9-BBN showed relatively good results. In addition to the catalyst, the nature of the protecting groups attached to the OH and NH groups of the morpholino nucleoside has also been found to have a significant effect. |
E-mail |
sodooong@naver.com |
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