期刊
PEPTIDE SCIENCE
卷 113, 期 2, 页码 -出版社
WILEY
DOI: 10.1002/pep2.24193
关键词
cyclization; DNA; peptide; peptide-oligonucleotide conjugate; self-assembly
资金
- National Research Foundation (NRF) of Korea [2020R1A2C2007578]
- National Research Foundation of Korea [2020R1A2C2007578] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
Cyclic peptide-oligonucleotide conjugates (POCs) exhibit differences in self-assembly properties and base pairing efficiency compared to linear POCs, despite marginal differences in overall conformation. The study provides a synthetic method for self-assembling cyclic POCs and a better understanding of the impact of cyclic topology on the properties of POCs.
Molecules often take advantage of cyclic topology to enable enhancement of their properties such as thermal stability, binding affinity to targets, and self-assembly profiles. Despite the advantages of cyclization, peptide-oligonucleotide conjugates (POCs) have not fully utilized the cyclic topology, presumably due to a dearth of generalized synthetic methods. Here, we report a feasible way to synthesize self-assembling cyclic POCs using a thiol-maleimide reaction arid copper-catalyzed azidealkyne cycloaddition (CuAAC) in the solution phase and evaluate the properties of cyclic POCs such as molecular conformation, Watson-Crick base pairing, and self-assembly profile in comparison to those of linear POCs. Although there is a marginal difference between cyclic POCs and linear POCs in terms of their overall conformation, the self-assembly profile is greatly affected. The cyclic POCs form homogeneous spherical aggregates, while the linear POCs form a heterogeneous population of fibrous and spherical aggregates. On the other hand, these cyclic POCs show less efficiency in Watson-Crick base pairing to complementary cyclic POCs than linear POCs, which subsequently affects the self-assembly of each duplex POC. Our study provides a synthetic method for self-assembling cyclic POCs as well as a better understanding of the effect of cyclic topology on the overall conformation, self-assembly, and Watson-Crick base pairing of POCs.
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