Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

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...
Overview of DNA Repair02:25

Overview of DNA Repair

In order to be passed through generations, genomic DNA must be undamaged and error-free. However, every day, DNA in a cell undergoes several thousand to a million damaging events by natural causes and external factors. Ionizing radiation such as UV rays, free radicals produced during cellular respiration, and hydrolytic damage from metabolic reactions can alter the structure of DNA. Damages caused include single-base alteration, base dimerization, chain breaks, and cross-linkage.
Chemically...
Single-Strand DNA Binding Proteins01:03

Single-Strand DNA Binding Proteins

For successful DNA replication, the unwinding of double-stranded DNA must be accompanied by stabilization and protection of the separated single strands of the DNA. This crucial task is performed by single-strand DNA-binding (SSB) proteins. They bind to the DNA in a sequence-independent manner, which means that the nitrogenous bases of the DNA need not be present in a specific order for binding of SSB proteins to it. The binding of SSB proteins straightens single-stranded DNA (ssDNA) and makes...
Phosphodiester Linkages01:01

Phosphodiester Linkages

Overview
Phosphodiester bond forms when a phosphoric acid molecule (H3PO4) links with two hydroxyl groups (–OH) of two other molecules, forming two ester bonds. Two water molecules are released in this process. The phosphodiester bond is commonly found in nucleic acids (DNA and RNA) and plays a critical role in their structure and function.
Phosphodiester Bonds Link Nucleotides Together
DNA and RNA are polynucleotides or long chains of nucleotides that are linked together. A nucleotide is...
The DNA Helix01:16

The DNA Helix

Overview
The DNA Helix01:07

The DNA Helix

Deoxyribonucleic acid, or DNA, is the genetic material responsible for passing traits from generation to generation in all organisms and most viruses. DNA is composed of two strands of nucleotides that wind around each other to form a spring-like structure called a double helix. However, the double helix is not perfectly symmetrical. Instead, there are regularly occurring grooves in the structure. The major groove occurs where the sugar-phosphate backbones are relatively far apart. This space...

You might also read

Related Articles

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

Sort by
Same author

Structural benefits of bisphenol S and its analogs resulting in their high sorption on carbon nanotubes and graphite.

Environmental science and pollution research international·2016
Same author

Probing Coagulation Behavior of Individual Aluminum Species for Removing Corresponding Disinfection Byproduct Precursors: The Role of Specific Ultraviolet Absorbance.

PloS one·2016
Same author

Effects of norspermidine on Pseudomonas aeruginosa biofilm formation and eradication.

MicrobiologyOpen·2016
Same author

Bio-inspired Plasmonic Nanoarchitectured Hybrid System Towards Enhanced Far Red-to-Near Infrared Solar Photocatalysis.

Scientific reports·2016
Same author

Influence of type and proportion of lyoprotectants on lyophilized ginsenoside Rg3 liposomes.

The Journal of pharmacy and pharmacology·2016
Same author

Synthesis and Properties of a Novel FRET-Based Ratiometric Fluorescent Sensor for Cu(2.).

Journal of fluorescence·2016
Same journal

LncRNA EGOT inhibits the proliferation of lung adenocarcinoma cells and is associated with poor prognosis.

Nucleosides, nucleotides & nucleic acids·2026
Same journal

Can the combination of 5-fluorouracil and gemcitabine increase the treatment efficacy of pancreatic and colon cancer?

Nucleosides, nucleotides & nucleic acids·2026
Same journal

"Aptamer-guided therapeutics and diagnostics for metabolic syndrome: Design, delivery, and translation of aptamer-based systems".

Nucleosides, nucleotides & nucleic acids·2026
Same journal

The impact of vitamin B12 deficiency on urinary profile of <i>de novo</i> purine synthesis intermediates: consequences of the methylfolate trap.

Nucleosides, nucleotides & nucleic acids·2026
Same journal

Evaluation of MTH1 and DCTPP1 inhibitors in fluorocyclopentenylcytosine (RX-3117) resistant lung cancer cells and potential cross resistance patterns.

Nucleosides, nucleotides & nucleic acids·2026
Same journal

Circular RNAs: promising biomarkers for diagnosis, prognosis and therapy in oral squamous cell carcinoma.

Nucleosides, nucleotides & nucleic acids·2026
See all related articles

Related Experiment Video

Updated: Jun 8, 2026

Sequence-specific and Selective Recognition of Double-stranded RNAs over Single-stranded RNAs by Chemically Modified Peptide Nucleic Acids
09:04

Sequence-specific and Selective Recognition of Double-stranded RNAs over Single-stranded RNAs by Chemically Modified Peptide Nucleic Acids

Published on: September 21, 2017

Hydroxyl-functionalized DNAs with different linkers and their complementary duplex stability.

Di Zhang1, Yamin Li, Liang Xu

  • 1School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang, P. R. China.

Nucleosides, Nucleotides & Nucleic Acids
|October 7, 2010
PubMed
Summary
This summary is machine-generated.

Tert-butyldiphenylsilyl (TBDPS) is a suitable protecting group for creating hydroxyl-functionalized DNA analogues. This method enables the synthesis of modified DNA for nucleic acid research.

More Related Videos

Protocol for the Solid-phase Synthesis of Oligomers of RNA Containing a 2'-O-thiophenylmethyl Modification and Characterization via Circular Dichroism
11:37

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

DNAzyme 10-23 - Based Nanomachines for Nucleic Acid Recognition
07:16

DNAzyme 10-23 - Based Nanomachines for Nucleic Acid Recognition

Published on: February 9, 2024

Related Experiment Videos

Last Updated: Jun 8, 2026

Sequence-specific and Selective Recognition of Double-stranded RNAs over Single-stranded RNAs by Chemically Modified Peptide Nucleic Acids
09:04

Sequence-specific and Selective Recognition of Double-stranded RNAs over Single-stranded RNAs by Chemically Modified Peptide Nucleic Acids

Published on: September 21, 2017

Protocol for the Solid-phase Synthesis of Oligomers of RNA Containing a 2'-O-thiophenylmethyl Modification and Characterization via Circular Dichroism
11:37

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

DNAzyme 10-23 - Based Nanomachines for Nucleic Acid Recognition
07:16

DNAzyme 10-23 - Based Nanomachines for Nucleic Acid Recognition

Published on: February 9, 2024

Area of Science:

  • Organic Chemistry
  • Nucleic Acid Chemistry
  • Biochemistry

Background:

  • Orthogonal protecting groups are crucial for selective functionalization in complex molecule synthesis.
  • Developing novel nucleoside analogues with modified properties is essential for advancing nucleic acid research.
  • The 8-aza-7-deaza-2'-deoxyadenosine scaffold offers unique opportunities for structural modification.

Purpose of the Study:

  • To evaluate the suitability of Tert-butyldiphenylsilyl (TBDPS) as an orthogonal protecting group for 7-hydroxyl-functionalized 8-aza-7-deaza-2'-deoxyadenosine analogues.
  • To establish a feasible strategy for synthesizing hydroxyl-functionalized DNA for nucleic acid research applications.
  • To investigate the thermal stability of DNA duplexes modified with hydroxyl groups and various linkers.

Main Methods:

  • Protection of the hydroxyl group using TBDPS.
  • Synthesis of phosphoramidites and hydroxyl-functionalized oligodeoxynucleotides.
  • Stability testing of the TBDPS group under hydrogenation conditions for linker preparation.
  • Evaluation of the thermal effect of modified DNA duplexes using UV-Vis spectroscopy.

Main Results:

  • TBDPS demonstrated stability during partial and complete hydrogenation reactions, confirming its utility as an orthogonal protecting group.
  • Successfully synthesized and identified novel phosphoramidites and hydroxyl-functionalized oligodeoxynucleotides.
  • Quantified the thermal effects of the hydroxyl group and different linkers on DNA duplex stability.

Conclusions:

  • Tert-butyldiphenylsilyl (TBDPS) is an effective orthogonal protecting group for novel 7-hydroxyl-functionalized 8-aza-7-deaza-2'-deoxyadenosine analogues.
  • The developed strategy provides a feasible route for preparing hydroxyl-functionalized DNAs.
  • These modified DNAs are valuable tools for advancing nucleic acid research and exploring structure-function relationships.