Molecular Science and Biomedicine Laboratory (MBL), State Key Laboratory of Chemo/Bio-Sensing and Chemometrics, College of Chemistry and Chemical Engineering, College of Biology, Aptamer Engineering Center of Hunan Province, Hunan University, Changsha, Hunan 410082, China.
Institute of Molecular Medicine (IMM), Renji Hospital, State Key Laboratory of Oncogenes and Related Genes, Shanghai Jiao Tong University School of Medicine, and College of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240, China.
Anal Chem. 2020 Aug 4;92(15):10375-10380. doi: 10.1021/acs.analchem.0c00614. Epub 2020 Jul 13.
Artificial bases have emerged as a useful tool to expand genetic alphabets and biomedical applications of oligonucleotides. Herein, we reported that the conformation conversion enhances cellular uptake of hydrophobic 3,5-bis(trifluoromethyl)benzene (F) base double-strand-conjugated oligonucleotides. The formation of the F base double-strand caged the hydrophobic F base in the duplex strand, thus preventing F base from interacting with cells to some extent. However, upon conversion of F base double-strand-conjugated oligonucleotide to F base single-strand-conjugated oligonucleotide, F bases then were allowed to interact with cells by stronger hydrophobic interactions, followed by cellular uptake. The results were concluded as a pairing-induced cage effect of F base and have the potential for the construction of stimuli-responsive cellular uptake of functional nucleic acids.
人工碱基已成为扩展遗传字母表和寡核苷酸在生物医学应用中的有用工具。在此，我们报道了构象转换增强了疏水性 3,5-双（三氟甲基）苯（F）碱基双链偶联寡核苷酸的细胞摄取。F 碱基双链的形成将疏水性 F 碱基笼在双链中，从而在一定程度上阻止 F 碱基与细胞相互作用。然而，当 F 碱基双链偶联寡核苷酸转化为 F 碱基单链偶联寡核苷酸时，F 碱基通过更强的疏水相互作用与细胞相互作用，随后被细胞摄取。结果归结为 F 碱基的配对诱导笼效应，并有可能构建对刺激反应的功能性核酸细胞摄取。
