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. 2023 Jun 3;18(1):81.
doi: 10.1186/s11671-023-03846-0.

Oligonucleotide nanoassemblies with allyl bromide scaffold-based small molecules

Affiliations

Oligonucleotide nanoassemblies with allyl bromide scaffold-based small molecules

Sk Jahir Abbas et al. Discov Nano. .

Abstract

The development of oligonucleotide nanoassemblies with small molecules has shown great potential in bio-medical applications. However, the interaction of negatively charged oligonucleotides with halogenated small molecules represents a scientific challenge. Here, we introduced a distinct allyl bromide halogenated scaffold, which exhibits specific interaction with adenine nucleic bases of the oligonucleotides, thus leading to the formation of self-assembled nanostructures.

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Conflict of interest statement

The authors declare no competing interests.

Figures

Fig. 1
Fig. 1
Schematic representation of self-assembled nanostructures between anionic small molecules and oligonucleotides
Fig. 2
Fig. 2
A Polyacrylamide gel electrophoresis (PAGE) of self-assemble nanoparticles (NPs-18nt, 36nt and 72nt) with ONs-18nt/36nt/72nt and C1/C2; Lane 1, corresponds to the 1 µM of ONs-18nt; Lane 2 corresponds to the mixed equivalent volume of ONs-18nt with C2; Lane 3 corresponds to the 2 µM of ONs-18nt, Lane 4 corresponds mixture of equivalent volume of ONs-18nt with C1; Lane 5, corresponds to the 1 µM of ONs-36nt; Lane 6 corresponds to the mixture of equivalent volume of ONs-36nt with C1; Lane 7 corresponds to the 1 µM of ONs-72nt, Lane 8 corresponds to the mixture of equivalent volume of ONs-72nt with C1; full version of the PAGE in the supporting information Figure S2A, Crosslink 19:1; B Nanoparticle tracking analysis (NTA) of NPs-18nt with ONs-18nt and C1; C Transmission electron microscopy (TEM) images of NPs-18nt with ONs-18nt and C1, and its D EDX mapping
Fig. 3
Fig. 3
A The interaction patterns between ONs-18nt and C1 contribute to the stability of the complex, B The atomic distance between small molecules and nucleic bases as a function of simulation time, C Per nucleotide-based de-composition of the binding free energy of ONs-18nt and C1 complexes calculated by MM/GBSA

References

    1. Gangar A, Fegan A, Kumarapperuma SC, Huynh P, Benyumov A, Wagner CR. Targeted delivery of antisense oligonucleotides by chemically self-assembled nanostructures. Mol Pharm. 2013;10:3514–3518. doi: 10.1021/mp400164f. - DOI - PMC - PubMed
    1. Cutler JI, Auyeung E, Mirkin CA. Spherical nucleic acids. J Am Chem Soc. 2012;134:1376–1391. doi: 10.1021/ja209351u. - DOI - PubMed
    1. Zhou J, Sun L, Wang L, Liu Y, Li J, Li J, Li J, Yang H. Self-assembled and size-controllable oligonucleotide nanospheres for effective antisense gene delivery through an endocytosis-independent pathway. Angew Chem Int Ed. 2019;58:5236–5240. doi: 10.1002/anie.201813665. - DOI - PubMed
    1. Wang H, Xiao H, Zhu X, Liu Y, Fu Z, Li C, Lu C, Yang H. A cyanine-mediated self-assembly system for the construction of a two-in-one nanodrug. Angew Chem Int Ed. 2021;60:21226–21230. doi: 10.1002/anie.202108393. - DOI - PubMed
    1. Tagalakis AD, Lee DHD, Bienemann AS, Zhou H, Munye MM, Saraiva L, McCarthy D, Du Z, Vink CA, Maeshima R, White EA, Gustafsson K, Hart SL. Multifunctional, self-assembling anionic peptide-lipid nanocomplexes for targeted siRNA delivery. Biomaterials. 2014;35:8406–8415. doi: 10.1016/j.biomaterials.2014.06.003. - DOI - PubMed