Synthesis of Ser-His-Gly·DNA Conjugates

LI Xi-Qing, LIU Hai¹, ZHUANG Min, TAN Bo¹, ZHAO Yu-Fen¹, LU Chang-De^*
( Institute of Biochemistry and Cell Biology, Shanghai Institutes for Biological Sciences, the Chinese Academy of Sciences, Shanghai 200031, China; ¹The Key Laboratory of Bioorganic Phosphorus Chemistry, Department of Chemistry, Tsinghua University, Beijing 100084, China )

Abstract    There are strong interactions between the bases of oligonucleotides. Based on Watson-Crick principle, they can form stable secondary and tertiary structure such as hairpin, duplex, triplex, G-quartet, pseudoknot, which can serve as the scaffold of molecules. Peptides contain active groups such as amino, carboxyl, imidazole, hydroxyl. A protected Ser-His-Gly-Threoninol phosphoramidite was synthesized in this work and was incorporated into a triplex-forming oligonucleotide. The results indicate that the oligonucleotide containing Ser-His-Gly-Threoninol in the middle could still form triplex with the target duplex and the dissociation constant was 0.5 μmol/L.
Key words    oligonucleotide backbone; peptide; Ser-His-Gly; phosphoramidite

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