期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 21, 期 6, 页码 1242-1253出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2ob01759h
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C5-substituted uridine and cytidine morpholino chlorophosphoramidate monomers were incorporated into a Phosphorodiamidate Morpholino Oligonucleotide (PMO) to enhance its thermal stability and binding affinity with RNA. These modified PMOs exhibited B-type helical conformation and greater lipophilicity compared to regular PMOs, indicating their potential for developing improved antisense technologies.
C5-substituted uridine and cytidine morpholino chlorophosphoramidate monomers were synthesized and incorporated into a 12-mer Phosphorodiamidate Morpholino Oligonucleotide (PMO) using semi-automated solid phase synthesis. PMOs with most of the tested pyrimidine C5-substitutions have significantly increased thermal stability when bound to the complementary RNA strand relative to the PMO. They exhibit higher binding with RNA than DNA. CD-spectra show B-type helical conformation of duplexes. HPLC analysis indicates their greater lipophilicity compared to regular PMOs. These chemical modifications have significant potential towards the development of better antisense technologies.
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