Functionalization of acyclic xenonucleic acid with modified nucleobases
Functionalization of acyclic xenonucleic acid with modified nucleobases
复制标题
用修饰的核碱基对无环异核酸进行功能化
DOI:
10.1038/s41428-023-00776-7
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发表时间:
2023
期刊:
影响因子:
2.8
通讯作者:
Asanuma Hiroyuki
中科院分区:
文献类型:
--
作者:
Murayama Keiji;Yamano Yuuhei;Asanuma Hiroyuki
Xenonucleic acids (XNAs), which are composed of artificial scaffolds and natural nucleobases, have unique hybridization properties that depend on the scaffold structure. Here, we functionalized the acyclic XNA serinol nucleic acid (SNA) with nonnatural nucleobases. A linear SNA probe functionalized with 5-perylenylethynyl uracil residues showed weak greenish-yellow excimer emission in the absence of target RNA and bright cyan-green monomer emission in the presence of target RNA. Probe hybridization was rapid and enabled the quantitative measurement of RNA with discrimination of single-base mismatches. We also designed a photoresponsive SNA with two 8-pyrenylvinyl adenine (PVA) residues. Irradiation with blue (455 nm) light caused [2 + 2] photocycloaddition between intrastrandPVAs, resulting in the dissociation of the SNA/RNA duplex, whereas irradiation with ultraviolet (340 nm) light induced cycloreversion of thePVA photodimer and SNA/RNA duplex reformation. Using a combination of 8-naphthylvinyl adenine (NVA) andPVA and irradiation with 465 nm, 405 nm, 340 nm, and 300 nm light, orthogonal control of the formation of SNA(NVA-NVA)/RNA and SNA(PVA-NVA)/RNA duplexes was demonstrated. Thus, nucleobase modifications further expand the utility of acyclic XNA in bionanotechnology.