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

Peptide Bonds02:43

Peptide Bonds

72.0K
A peptide bond covalently attaches amino acids through a dehydration reaction. One amino acid's carboxyl group and another amino acid's amino group combine, releasing a water molecule. The resulting bond is the peptide bond. The products that such linkages form are peptides. As more amino acids join this growing chain, the resulting chain is a polypeptide. Each polypeptide has a free amino group at one end. This end has the N-terminal, or the amino-terminal, and the other end has a free...
72.0K
Ligand Binding and Linkage00:49

Ligand Binding and Linkage

4.7K
Allosteric proteins have more than one ligand binding site; the binding of a ligand to any of these sites influences the binding of ligands to the other sites. When a protein is allosteric, its binding sites are called coupled or linked.  In the case of enzymes, the site that binds to the substrate is known as the active site and the other site is known as the regulatory site. When a ligand binds to the regulatory site, this leads to conformational changes in the protein that can influence...
4.7K
ATP and Macromolecule Synthesis01:28

ATP and Macromolecule Synthesis

5.2K
Biological macromolecules are organic compounds, predominantly composed of carbon atoms. The carbon atoms are covalently bonded with hydrogen, oxygen, nitrogen, and other minor elements. There are four major biological macromolecule classes: carbohydrates, lipids, proteins, and nucleic acids.
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...
5.2K

You might also read

Related Articles

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

Sort by
Same author

Antibiotic Resistance: From the Bench to Patients, 2.0.

Antibiotics (Basel, Switzerland)·2026
Same author

Native MS and ligand observed NMR uncovers subtle SLiM binding variations that mediate HSP90-Hop PPI modulation.

RSC chemical biology·2026
Same author

Multifactorial Perspective for Greening Solid-Phase Peptide Synthesis: Rigid Polyacrylate Macroporous Resin in Combination with Green Solvents.

ChemSusChem·2026
Same author

Short Antimicrobial Peptides Based on Arginine and Tryptophan: Agents with Potential in Combating Resistant Pathogens.

ACS omega·2026
Same author

2025 FDA TIDES (Peptides and Oligonucleotides) Harvest.

Pharmaceuticals (Basel, Switzerland)·2026
Same author

Cyclover-Assisted Liquid-Phase Peptide Synthesis Using T3P® as a Green Coupling Reagent.

Organic letters·2026
Same journal

RETRACTED: Kim et al. The Angiogenesis Inhibitor ALS-L1023 from Lemon-Balm Leaves Attenuates High-Fat Diet-Induced Nonalcoholic Fatty Liver Disease Through Regulating the Visceral Adipose-Tissue Function. <i>Int. J. Mol. Sci.</i> 2017, <i>18</i>, 846.

International journal of molecular sciences·2026
Same journal

Correction: Mahmud et al. Thymoquinone Attenuates NF-κβ Signalling Activation in Retinal Pigment Epithelium Cells Under AMD-Mimicking Conditions. <i>Int. J. Mol. Sci.</i> 2025, <i>26</i>, 11473.

International journal of molecular sciences·2026
Same journal

Correction: Borovikov et al. The Twisting and Untwisting of Actin and Tropomyosin Filaments Are Involved in the Molecular Mechanisms of Muscle Contraction, and Their Disruption Can Result in Muscle Disorders. <i>Int. J. Mol. Sci</i>. 2025, <i>26</i>, 6705.

International journal of molecular sciences·2026
Same journal

Correction: Molagoda et al. Flavonoid Glycosides from <i>Ziziphus jujuba</i> var. <i>inermis</i> (Bunge) Rehder Seeds Inhibit α-Melanocyte-Stimulating Hormone-Mediated Melanogenesis. <i>Int. J. Mol. Sci.</i> 2021, <i>22</i>, 7701.

International journal of molecular sciences·2026
Same journal

Correction: Guo et al. Integrated Transcriptomic and Metabolomic Analysis Reveals the Molecular Regulatory Mechanism of Flavonoid Biosynthesis in Maize Roots Under Lead Stress. <i>Int. J. Mol. Sci.</i> 2024, <i>25</i>, 6050.

International journal of molecular sciences·2026
Same journal

Correction: Chang et al. Improvement of Carbon Tetrachloride-Induced Acute Hepatic Failure by Transplantation of Induced Pluripotent Stem Cells Without Reprogramming Factor c-Myc. <i>Int. J. Mol. Sci.</i> 2012, <i>13</i>, 3598-3617.

International journal of molecular sciences·2026
See all related articles

Related Experiment Video

Updated: May 22, 2025

Solid Phase Synthesis of a Functionalized Bis-Peptide Using "Safety Catch" Methodology
11:42

Solid Phase Synthesis of a Functionalized Bis-Peptide Using "Safety Catch" Methodology

Published on: May 15, 2012

24.6K

Base-Labile Safety-Catch Linker: Synthesis and Applications in Solid-Phase Peptide Synthesis.

Sikabwe Noki1,2, Hossain Saneii3, Beatriz G de la Torre2

  • 1Peptide Science Laboratory, School of Chemistry and Physics, University of KwaZulu-Natal, Westville, Durban 4000, South Africa.

International Journal of Molecular Sciences
|March 13, 2025
PubMed
Summary
This summary is machine-generated.

Researchers developed a novel sulfinyl-based safety-catch linker for solid-phase peptide synthesis. This linker enables efficient peptide cleavage without using harsh trifluoroacetic acid, enhancing synthetic flexibility.

Keywords:
diketopiperazinepeptide handlepolyfluoroalkyl substancesprotecting groupsolid-phase peptide synthesis

More Related Videos

Constructing Cyclic Peptides Using an On-Tether Sulfonium Center
07:11

Constructing Cyclic Peptides Using an On-Tether Sulfonium Center

Published on: September 28, 2022

2.6K
Development of a Backbone Cyclic Peptide Library as Potential Antiparasitic Therapeutics Using Microwave Irradiation
08:48

Development of a Backbone Cyclic Peptide Library as Potential Antiparasitic Therapeutics Using Microwave Irradiation

Published on: January 26, 2016

11.8K

Related Experiment Videos

Last Updated: May 22, 2025

Solid Phase Synthesis of a Functionalized Bis-Peptide Using "Safety Catch" Methodology
11:42

Solid Phase Synthesis of a Functionalized Bis-Peptide Using "Safety Catch" Methodology

Published on: May 15, 2012

24.6K
Constructing Cyclic Peptides Using an On-Tether Sulfonium Center
07:11

Constructing Cyclic Peptides Using an On-Tether Sulfonium Center

Published on: September 28, 2022

2.6K
Development of a Backbone Cyclic Peptide Library as Potential Antiparasitic Therapeutics Using Microwave Irradiation
08:48

Development of a Backbone Cyclic Peptide Library as Potential Antiparasitic Therapeutics Using Microwave Irradiation

Published on: January 26, 2016

11.8K

Area of Science:

  • Organic Chemistry
  • Synthetic Chemistry
  • Biochemistry

Background:

  • The safety-catch concept utilizes protecting groups that are stable under specific conditions and become labile after chemical modification.
  • This approach offers flexibility in chemical processes, allowing reagents to serve dual roles, such as in solid-phase peptide synthesis (SPPS).
  • Current SPPS methods often rely on harsh reagents like trifluoroacetic acid for final peptide cleavage.

Purpose of the Study:

  • To develop a novel safety-catch linker based on a sulfinyl group for fluorenylmethoxycarbonyl (Fmoc) based SPPS.
  • To enable peptide elongation and subsequent cleavage from a solid support under mild conditions.
  • To provide a method for cleaving peptides without the need for trifluoroacetic acid.

Main Methods:

  • Design and synthesis of a sulfinyl-based safety-catch linker.
  • Incorporation of the linker into Fmoc-based SPPS for peptide chain elongation.
  • Chemical modification (oxidation) of the sulfinyl group to a sulfone to trigger cleavage.
  • Utilized a multi-detachable system for optimizing oxidation and peptide release reactions.

Main Results:

  • The developed sulfinyl linker successfully enabled peptide elongation using standard Fmoc chemistry.
  • Oxidation of the sulfinyl group to a sulfone rendered the linker labile.
  • Peptide release was achieved via a β-elimination reaction mediated by a secondary amine, which also removed the Fmoc group.
  • Optimized conditions allowed for controlled oxidation and efficient peptide cleavage from the solid support.

Conclusions:

  • A novel sulfinyl-based safety-catch linker was successfully developed for Fmoc-SPPS.
  • This linker facilitates a mild and controlled method for peptide cleavage from solid supports, avoiding trifluoroacetic acid.
  • The system offers enhanced flexibility and control in peptide synthesis, opening new possibilities for complex peptide preparation.