Ball with hair: modular functionalization of highly stable G-quadruplex DNA nano-scaffolds through N2-guanine modification

Nucleic Acids Research
Christopher Jacques Lech, Anh Tuân Phan

Abstract

Functionalized nanoparticles have seen valuable applications, particularly in the delivery of therapeutic and diagnostic agents in biological systems. However, the manufacturing of such nano-scale systems with the consistency required for biological application can be challenging, as variation in size and shape have large influences in nanoparticle behavior in vivo. We report on the development of a versatile nano-scaffold based on the modular functionalization of a DNA G-quadruplex. DNA sequences are functionalized in a modular fashion using well-established phosphoramidite chemical synthesis with nucleotides containing modification of the amino (N2) position of the guanine base. In physiological conditions, these sequences fold into well-defined G-quadruplex structures. The resulting DNA nano-scaffolds are thermally stable, consistent in size, and functionalized in a manner that allows for control over the density and relative orientation of functional chemistries on the nano-scaffold surface. Various chemistries including small modifications (N2-methyl-guanine), bulky aromatic modifications (N2-benzyl-guanine), and long chain-like modifications (N2-6-amino-hexyl-guanine) are tested and are found to be generally compatible wi...Continue Reading

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Citations

Jan 11, 2019·Organic & Biomolecular Chemistry·Yoshiaki MasakiKohji Seio
Dec 5, 2018·Chembiochem : a European Journal of Chemical Biology·Linn HaaseKlaus Weisz
Mar 22, 2019·Molecular Medicine Reports·Yan-Ling QiuXu-Qian Liu
Oct 22, 2020·Chemical Communications : Chem Comm·Bapurao A BhogeIshu Saraogi
Mar 2, 2021·Chemical Society Reviews·Luke K McKenzieMarcel Hollenstein

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Methods Mentioned

BETA
FRET
NMR
electrophoresis

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