Syntheses and structural studies of calix[4]arene-nucleoside and calix[4]arene-oligonucleotide hybrids
Su Jeong Kim1, Eun-Kyoung Bang, Byeang Hyean Kim
1National Research Laboratory, Department of Chemistry, Division of Molecular and Life Sciences, Pohang University of Science and Technology, Pohang 790-784, Korea.
Abstract:
We have synthesized three types of calix[4]arene-nucleoside hybrids efficiently by amide bond formation between the amine functional groups of 1,3-diamino-calix[4]arene and the carboxyl groups of thymidine nucleoside derivatives. X-Ray crystallography of a homocoupled calix[4]arene-nucleoside hybrid revealed an interesting hydrogen bonding pattern between thymine bases and the amide linkages. We designed the calix[4]arene-oligonucleotide hybrids to be V-shaped oligodeoxyribonucleotides and synthesized them by using a calix[4]arene-nucleoside hybrid as a key building block. Thermal denaturation experiments, monitored by UV spectroscopy at 260 and 284 nm, and circular dichroism spectra of the calix[4]arene-oligonucleotide hybrids suggest that the modified oligonucleotides indeed adopt V-shaped conformations, making them suitable for use as building blocks in the construction of programmed oligonucleotide nanostructures.
More Related Videos
Related Concept Videos
Nucleic Acid Structure
DNA Structure
DNA has a double-helix structure. The...
Antiviral Nucleoside Inhibitors
ATP and Macromolecule Synthesis
Most macromolecules are composed of single subunits, or building blocks, called monomers. The monomers combine with each other using covalent bonds to form larger molecules known as polymers.
Conversion of...
Structural Isomerism
Isomers are different chemical species that have the same chemical formula. Structural isomerism of coordination compounds can be divided into two subcategories, the linkage isomers and coordination-sphere isomers.
Linkage isomers occur when the coordination compound contains a ligand that can bind to the transition metal center through two different atoms. For example, the CN− ligand can bind through the carbon atom or through the nitrogen atom. Similarly, SCN− can be...
Aldehydes and Ketones with HCN: Cyanohydrin Formation Overview
Biosynthesis of Nucleic Acids


