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Related Concept Videos

Nucleic Acid Structure01:25

Nucleic Acid Structure

The pentose sugar in DNA is deoxyribose, while in RNA the pentose sugar is ribose. The difference between the sugars is the presence of the hydroxyl group on the ribose's second carbon and a hydrogen on the deoxyribose's second carbon. The phosphate residue attaches to the hydroxyl group of the 5′ carbon of one sugar and the hydroxyl group of the 3′ carbon of the sugar of the next nucleotide, which forms  a 5′ to 3′ phosphodiester linkage.
DNA Structure
DNA has a double-helix structure. The...
Nucleic Acids and Nucleotides01:20

Nucleic Acids and Nucleotides

Nucleic acids are the most important macromolecules for the continuity of life. They carry the cell's genetic blueprint and have instructions for its functioning. The two main types of nucleic acids are deoxyribonucleic acid (DNA) and ribonucleic acid (RNA).
Deoxyribonucleic Acid (DNA)
DNA is the genetic material in all living organisms, ranging from single-celled bacteria to multicellular mammals. It is in the nucleus of eukaryotes and the organelles such as chloroplasts and mitochondria. In...
Newman Projections02:06

Newman Projections

Different notations are used to represent the three-dimensional structure of molecules on two-dimensional surfaces. One of the most commonly used representations is the dash-wedge formula. The dashed wedges, solid wedges, and the plane lines indicate the groups situated behind the plane, coming out of the plane, and in the plane, respectively.
The organic molecules rotate across the single bonds leading to numerous temporary three-dimensional structures of varying energy known as conformers.
RNA Structure01:23

RNA Structure

Overview
The basic structure of RNA consists of a five-carbon sugar and one of four nitrogenous bases. Although most RNA is single-stranded, it can form complex secondary and tertiary structures. Such structures play essential roles in the regulation of transcription and translation.
Different Types of RNA Have the Same Basic Structure
There are three main types of ribonucleic acid (RNA): messenger RNA (mRNA), transfer RNA (tRNA), and ribosomal RNA (rRNA). All three RNA types consist of a...
RNA Structure01:19

RNA Structure

The basic structure of RNA consists of a string of ribonucleotides attached by phosphodiester bonds. Although most RNA is single-stranded, it can form complex secondary and tertiary structures. Such structures play essential roles in the regulation of transcription and translation.
Different Types of RNA Have the Same Basic Structure
There are three main types of ribonucleic acid (RNA) involved in protein synthesis: messenger RNA (mRNA), transfer RNA (tRNA), and ribosomal RNA (rRNA). All three...
RNA Structure01:23

RNA Structure

Overview
The basic structure of RNA consists of a five-carbon sugar and one of four nitrogenous bases. Although most RNA is single-stranded, it can form complex secondary and tertiary structures. Such structures play essential roles in the regulation of transcription and translation.
Different Types of RNA Have the Same Basic Structure
There are three main types of ribonucleic acid (RNA): messenger RNA (mRNA), transfer RNA (tRNA), and ribosomal RNA (rRNA). All three RNA types consist of a...

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Nucleoside Triphosphates - From Synthesis to Biochemical Characterization
15:22

Nucleoside Triphosphates - From Synthesis to Biochemical Characterization

Published on: April 3, 2014

Janus-type AT nucleosides: synthesis, solid and solution state structures.

Mei-Ying Pan1, Wen Hang, Xiao-Jun Zhao

  • 1Institute for Nanobiomedical Technology and Membrane Biology, Regenerative Medicine Research Center, West China Hospital, West China Medical School, Sichuan University, Chengu, China.

Organic & Biomolecular Chemistry
|June 29, 2011
PubMed
Summary

Novel Janus-type nucleoside analogues self-assemble into unique supramolecular structures. These compounds form higher-order chiral assemblies in solution, showing potential in materials science.

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Last Updated: May 31, 2026

Nucleoside Triphosphates - From Synthesis to Biochemical Characterization
15:22

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Published on: April 3, 2014

Regioselective O-Glycosylation of Nucleosides via the Temporary 2',3'-Diol Protection by a Boronic Ester for the Synthesis of Disaccharide Nucleosides
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Atomic Scale Structural Studies of Macromolecular Assemblies by Solid-state Nuclear Magnetic Resonance Spectroscopy
14:55

Atomic Scale Structural Studies of Macromolecular Assemblies by Solid-state Nuclear Magnetic Resonance Spectroscopy

Published on: September 17, 2017

Area of Science:

  • Supramolecular Chemistry
  • Organic Synthesis
  • Materials Science

Background:

  • Nucleoside analogues are crucial in medicinal chemistry and materials science.
  • Self-assembly of molecules is key to creating complex supramolecular architectures.
  • Janus-type molecules offer unique properties due to their distinct functional faces.

Purpose of the Study:

  • To synthesize novel Janus-type nucleoside analogues with self-complementary base pairing capabilities.
  • To investigate the self-assembly behavior of these analogues in the solid state and in solution.
  • To explore the potential for forming higher-order chiral structures.

Main Methods:

  • Synthesis of four Janus-type nucleoside analogues (compounds 1a-d).
  • X-ray crystallography to determine solid-state structure of compound 6d.
  • Temperature-dependent Circular Dichroism (CD) studies in aqueous solution.

Main Results:

  • Successful synthesis of novel Janus-type nucleoside analogues featuring adenine and thymine H-bond arrays.
  • Compound 6d exhibited a honeycomb-like supramolecular structure in the solid state, with tetrameric cavities accommodating solvent molecules via reverse Watson-Crick pairing and aromatic stacking.
  • CD studies revealed the formation of higher-order chiral structures from free nucleosides in aqueous solution.

Conclusions:

  • The synthesized Janus-type nucleoside analogues possess inherent self-assembly properties.
  • These molecules can form intricate supramolecular structures in the solid state and chiral assemblies in solution.
  • The findings open avenues for designing novel self-assembling materials with tunable properties.