A hybrid lipid oligonucleotide: a versatile tool for supramolecular chemistry

Abstract

Lipid oligonucleotides (LONs) self-assemble into supramolecular structures. This property has an impact on the biological effects of the oligonucleotide sequences.

Controlling G-quadruplex formation via lipid modification of oligonucleotide sequences

“…Tetramolecular parallel G4 formation occurs at the surface of k-LON G4 micelle as judged by the CD signature and K +dependence observed in agarose gel for k-LON G4 solutions (Fig. S6 (ESI †) 25 our results suggest that the G4-prone sequence of k-LON G4 stabilizes the micelles, with a lesser effect by 1-LON G4 (Fig. 4B, lanes 3 and 4) in which individual 1-LON G4 G4s are visible (Fig.…”

“…Hybrid Lipid-OligoNucleotides (LONs) [18][19][20] have also found applications as therapeutics [21][22][23][24] and others. 25,26 In this communication, we show that provided the correct lipid modification is used, lipidic tetramolecular parallel G4s can be formed and manipulated to control both their folding and stability ( Fig. 1).…”

Lipid and Nucleic Acid Chemistries: Combining the Best of Both Worlds to Construct Advanced Biomaterials

“…Synthetic methods providing both nucleoside lipid and nucleotide lipid conjugates and their applications reported since 2010 will be first explored herein. Approaches involving lipid oligonucleotides will not be discussed in this contribution; reviews on these compounds have been published previously . The following reported compounds have been selected on the basis of their structural originality, for their interest as new materials or for further potential applications.…”

Optimized DNA “Nanosuitcases” for Encapsulation and Conditional Release of siRNA

“…Three main approaches exist that exploit different properties of DNA: (1) DNA tile assembly, which builds on DNA’s rigidity to create designer tiles that form well-defined long-range assemblies, − (2) DNA origami, which utilizes a long strand of viral DNA as a backbone and folds it onto itself using staple strands, to create objects of any size and shape, − and (3) supramolecular DNA assembly which builds upon DNA’s properties by incorporating synthetic insertions to access orthogonal modes of assembly. , We are interested in the latter approach, because it utilizes a DNA-minimal approach to create highly functional objects, which include DNA cages , and nanotubes , that can encapsulate hydrophobic micelles for drug delivery applications, are functionalized with block copolymers, gold nanoparticles, quantum dots, and sequence-specific polymers . These polymer–DNA structures can in turn mediate the formation of higher-order assemblies, increase resistance to nucleases, , and modulate cellular uptake. − …”