Synthesis and Evaluation of New Spacers for Use as dsDNA End-Caps

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• 作者：Pei-Sze Ng ; Brian M. Laing ; Ganesan Balasundarum ; Maneesh Pingle ; Alan Friedman ; Donald E. Bergstrom
• 刊名：Bioconjugate Chemistry
• 出版年：2010
• 出版时间：August 18, 2010
• 年：2010
• 卷：21
• 期：8
• 页码：1545-1553
• 全文大小：302K
• 年卷期：v.21,no.8(August 18, 2010)
• ISSN：1520-4812

文摘

A series of aliphatic and aromatic spacer molecules designed to cap the ends of DNA duplexes have been synthesized. The spacers were converted into dimethoxytrityl-protected phosphoramidites as synthons for oligonucleotides synthesis. The effect of the spacers on the stability of short DNA duplexes was assessed by melting temperature studies. End-caps containing amide groups were found to be less stabilizing than the hexaethylene glycol spacer. End-caps containing either a terthiophene or a naphthalene tetracarboxylic acid diimide were found to be significantly more stabilizing. The former showed a preference for stacking above an A•T base pair. Spacers containing only methylene (−CH₂−) and amide (−CONH−) groups interact weakly with DNA and consequently may be optimal for applications that require minimal influence on DNA structure but require a way to hold the ends of double-stranded DNA together.