Search research articles

ABOUT JoVE

Overview Leadership Blog JoVE Help Center

AUTHORS

Publishing Process Editorial Board Scope & Policies Peer Review FAQ Submit

LIBRARIANS

Testimonials Subscriptions Access Resources Library Advisory Board FAQ

RESEARCH

JoVE Journal Methods Collections JoVE Encyclopedia of Experiments Archive

EDUCATION

JoVE Core JoVE Business JoVE Science Education JoVE Lab Manual Faculty Resource Center Faculty Site

Terms & Conditions of Use

Related Concept Videos

Antiviral Nucleoside Inhibitors

Antiviral Nucleoside Inhibitors

Antiviral Nucleoside InhibitorsAntiviral nucleoside inhibitors are structural analogs of natural nucleosides that interfere with viral DNA or RNA synthesis. These compounds selectively target viral polymerases due to their resemblance to host nucleosides, thereby disrupting viral genome replication.Mechanism of Acyclovir ActionAcyclovir is a guanosine analog with a three-carbon acyclic side chain. It selectively targets herpes simplex virus type 1 (HSV-1), herpes simplex virus type 2 (HSV-2),...

Biosynthesis of Nucleic Acids

Biosynthesis of Nucleic Acids

Nucleic acid biosynthesis is a fundamental biochemical process that produces the purine and pyrimidine nucleotides essential for DNA and RNA synthesis. This pathway maintains a balanced nucleotide pool, preventing imbalances that could jeopardize genetic integrity and cellular function. Given the crucial role of nucleotides, their synthesis is tightly regulated to ensure proper cellular homeostasis.Purine BiosynthesisThe biosynthesis of purine nucleotides begins with ribose-5-phosphate, a...

RNA Structure

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 Structure

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...

Nucleic Acids and Nucleotides

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...

Nucleic Acids

Nucleic Acids

Nucleic acids are the most important macromolecules for the continuity of life. They carry the cell's genetic blueprint and carry instructions for its functioning.
DNA and RNA
The two main types of nucleic acids are deoxyribonucleic acid (DNA) and ribonucleic acid (RNA). 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 in the organelles, chloroplasts, and mitochondria. In prokaryotes, the...

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by

Same author

Synthesis, Spin Delocalization, and Charge Transport Properties of Phenol-Substituted Aza-Dipyrromethene Complexes of Co, Ni, Cu, and Zn and Their Oxidized Forms.

Inorganic chemistry·2026

Same author

Structure and Spectroscopy of Free Base, Copper, and Zinc Tetrapentylporphyrin.

The journal of physical chemistry. A·2026

Same author

Bioactive levan polysaccharides in cosmeceutical applications: A review.

International journal of biological macromolecules·2026

Same author

Closing and coupling: metal linked biliazine dimers.

RSC advances·2026

Same author

Coupling Magnetic Circular Dichroism and Spectroelectrochemistry as a Useful Tool to Study Redox Processes in Porphyrins, Phthalocyanines, and Their Analogues.

Analytical chemistry·2026

Same author

Synthesis and Ultrafast Intramolecular Energy Transfer in BODIPY/Porphyrin-BOPHY Dyads.

Organic letters·2025

Search research articles

Related Experiment Video

Updated: Jun 2, 2026

Regioselective O-Glycosylation of Nucleosides via the Temporary 2',3'-Diol Protection by a Boronic Ester for the Synthesis of Disaccharide Nucleosides

Regioselective O-Glycosylation of Nucleosides via the Temporary 2',3'-Diol Protection by a Boronic Ester for the Synthesis of Disaccharide Nucleosides

Published on: July 26, 2018

3'-O-Acetyl-2'-de-oxy-uridine.

Bogdan Doboszewski, Alexander Y Nazarenko, Victor N Nemykin

Acta Crystallographica. Section E, Structure Reports Online

|April 28, 2011

Summary

This study reveals how 3'-O-acetyl-2'-deoxy-uridine molecules self-assemble into infinite chains. These chains mimic polynucleotides through non-canonical base pairing and hydrogen bonds.

Area of Science:

Crystallography
Molecular Biology
Supramolecular Chemistry

Background:

Understanding nucleoside self-assembly is crucial for designing novel biomaterials.
The specific structural features of 3 -O-acetyl-2 -deoxy-uridine influence its crystalline behavior.
Previous studies have explored hydrogen bonding patterns in nucleobase analogues.

Purpose of the Study:

To elucidate the crystal structure and self-assembly mechanism of 3 -O-acetyl-2 -deoxy-uridine.
To investigate the role of hydrogen bonding and other intermolecular forces in forming extended structures.
To compare the observed self-assembly with canonical and non-canonical base pairing in polynucleotides.

Main Methods:

Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.

More Related Videos

Uracil-DNA Glycosylase Assay by Matrix-assisted Laser Desorption/Ionization Time-of-flight Mass Spectrometry Analysis

Uracil-DNA Glycosylase Assay by Matrix-assisted Laser Desorption/Ionization Time-of-flight Mass Spectrometry Analysis

Published on: April 22, 2022

Protocol for the Solid-phase Synthesis of Oligomers of RNA Containing a 2'-O-thiophenylmethyl Modification and Characterization via Circular Dichroism

Protocol for the Solid-phase Synthesis of Oligomers of RNA Containing a 2'-O-thiophenylmethyl Modification and Characterization via Circular Dichroism

Published on: July 28, 2017

Related Experiment Videos

Last Updated: Jun 2, 2026

Regioselective O-Glycosylation of Nucleosides via the Temporary 2',3'-Diol Protection by a Boronic Ester for the Synthesis of Disaccharide Nucleosides

Regioselective O-Glycosylation of Nucleosides via the Temporary 2',3'-Diol Protection by a Boronic Ester for the Synthesis of Disaccharide Nucleosides

Published on: July 26, 2018

Uracil-DNA Glycosylase Assay by Matrix-assisted Laser Desorption/Ionization Time-of-flight Mass Spectrometry Analysis

Uracil-DNA Glycosylase Assay by Matrix-assisted Laser Desorption/Ionization Time-of-flight Mass Spectrometry Analysis

Published on: April 22, 2022

Protocol for the Solid-phase Synthesis of Oligomers of RNA Containing a 2'-O-thiophenylmethyl Modification and Characterization via Circular Dichroism

Protocol for the Solid-phase Synthesis of Oligomers of RNA Containing a 2'-O-thiophenylmethyl Modification and Characterization via Circular Dichroism

Published on: July 28, 2017

Detailed analysis of intermolecular interactions, including hydrogen bonds (N-H u00b7 u00b7 u00b7O, O-H u00b7 u00b7 u00b7O) and C-H u00b7 u00b7 u00b7O contacts.

Conformational analysis of the nucleobase and furan-ose rings.

Main Results:

Two independent, similar molecules of 3 -O-acetyl-2 -deoxy-uridine were observed in the crystal structure.
Nucleobase fragments were nearly planar, while furan-ose rings adopted (2)E-endo envelope conformations.
Molecules formed pseudosymmetric dimers via resonance-assisted N-H u00b7 u00b7 u00b7O hydrogen bonds, creating an infinite 'double band' structure along the b axis.
These bands are stabilized by O-H u00b7 u00b7 u00b7O bonds and weaker C-H u00b7 u00b7 u00b7O interactions.

Conclusions:

3 -O-acetyl-2 -deoxy-uridine self-assembles into a unique 'double band' structure analogous to polynucleotides.
The self-assembly is driven by a combination of strong hydrogen bonds and weaker C-H u00b7 u00b7 u00b7O interactions.
This non-canonical base pairing and structural arrangement offers insights into self-assembled nucleic acid analogues.