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

Diazonium Group Substitution: –OH and –H01:19

Diazonium Group Substitution: –OH and –H

2.7K
Nitrous acid, a weak acid, is prepared in situ via the reaction of sodium nitrite with a strong acid under cold conditions. This nitrous acid prepared in situ reacts with primary arylamines to form arenediazonium salts. Such reactions are known as diazotization reactions. As shown in Figure 1, the formation of arenediazonium salts begins with the decomposition of nitrous acid in an acidic solution to give nitrosonium ions.
2.7K
Peptide Bonds02:43

Peptide Bonds

71.2K
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...
71.2K
Preparation and Reactions of Thiols02:33

Preparation and Reactions of Thiols

5.8K
Thiols are prepared using the hydrosulfide anion as a nucleophile in a nucleophilic substitution reaction with alkyl halides. For instance, bromobutane reacts with sodium hydrosulfide to give butanethiol.
5.8K
Acetals and Thioacetals as Protecting Groups for Aldehydes and Ketones01:24

Acetals and Thioacetals as Protecting Groups for Aldehydes and Ketones

3.9K
Acetals are formed by reacting two equivalents of alcohol with carbonyl compounds like aldehydes or ketones. Acetals are unaffected by bases, nucleophiles, oxidizing agents, and reducing agents. They serve as protecting groups for aldehydes and ketones. Acetals can be easily formed and also easily removed via mild acid hydrolysis.
In the presence of multiple functional groups, when selective reduction of one group over the other is desired, groups like aldehydes and ketones that form acetals...
3.9K
Preparation and Reactions of Sulfides02:26

Preparation and Reactions of Sulfides

4.6K
Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.
4.6K
Phase II Reactions: Sulfation and Conjugation with α-Amino Acids01:19

Phase II Reactions: Sulfation and Conjugation with α-Amino Acids

112
Sulfation and α-amino acid conjugation are two critical biotransformation reactions in drug metabolism. Sulfation, a phase II biotransformation reaction, involves adding a polar sulfate group to a drug, enhancing its water solubility and promoting excretion. This process can either co-occur with or occur independently of glucuronidation. Nonmicrosomal sulfotransferase enzymes catalyze the process. The reaction involves 3'-phosphoadenosine-5'-phosphosulfate or PAPS coenzyme...
112

You might also read

Related Articles

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

Sort by
Same author

Ketenimine Multicomponent Strategy for Multifaceted Amidine Functionalization of Peptides on the Solid Phase.

Angewandte Chemie (International ed. in English)·2025
Same author

Peptide-Triazolobenzodiazepine Hybrids: A Catalyst-Free on-Resin Strategy to Build Complex Therapeutic Motifs Into Peptides.

Chemistry (Weinheim an der Bergstrasse, Germany)·2025
Same author

Integrating 3,4-Dihydro-2<i>H</i>-1,4-oxazine into Peptides as a Modification: Silver Triflate-Catalyzed Cyclization of <i>N</i>-Propargyl <i>N</i>-Sulfonyl Amino Alcohols for SPPS Applications.

Organic letters·2024
Same author

Metal-Free One-Pot Domino Synthesis of Oxazolidinethione Derivatives of Quaternary Amino Acids from α-Amino Esters and Aldehydes Using CS<sub>2</sub>.

The Journal of organic chemistry·2024
Same author

2-Amino-5-methylene-pyrimidine-4,6-dione-based Janus G-C nucleobase as a versatile building block for self-assembly.

Organic & biomolecular chemistry·2023
Same author

Total synthesis, structure elucidation and expanded bioactivity of icosalide A: effect of lipophilicity and ester to amide substitution on its bioactivity.

Organic & biomolecular chemistry·2023

Related Experiment Video

Updated: May 9, 2025

Synthesis and Characterization of 1,2-Dithiolane Modified Self-Assembling Peptides
09:54

Synthesis and Characterization of 1,2-Dithiolane Modified Self-Assembling Peptides

Published on: August 20, 2018

7.1K

Peptide Functionalization with Dithioate and Trithioate Groups: A CS2-Mediated Solid-Phase Approach.

Dinesh R Shinde1,2,3, Supriya Mahadev Bodake1,2,3, Udaya Kiran Marelli1,2,3

  • 1Division of Organic Chemistry, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, 411008 Pune, India.

Organic Letters
|May 5, 2025
PubMed
Summary
This summary is machine-generated.

Researchers developed a new method to add dithiocarbamate groups to peptides using carbon disulfide (CS₂) chemistry. This advance enables novel peptide modifications for drug design and enhances antimicrobial and anticancer peptide properties.

More Related Videos

Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation
11:09

Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation

Published on: August 1, 2018

10.6K
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

Related Experiment Videos

Last Updated: May 9, 2025

Synthesis and Characterization of 1,2-Dithiolane Modified Self-Assembling Peptides
09:54

Synthesis and Characterization of 1,2-Dithiolane Modified Self-Assembling Peptides

Published on: August 20, 2018

7.1K
Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation
11:09

Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation

Published on: August 1, 2018

10.6K
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

Area of Science:

  • Organic Chemistry
  • Peptide Chemistry
  • Medicinal Chemistry

Background:

  • Dithiocarbamate compounds exhibit significant antimicrobial, anticancer, and enzyme inhibition activities.
  • Incorporating these functional groups into peptides can enhance their therapeutic potential.

Purpose of the Study:

  • To develop an efficient and selective method for introducing dithioate and trithioate moieties into amino acids and peptides.
  • To explore the utility of carbon disulfide (CS₂) chemistry under mild conditions for peptide functionalization.

Main Methods:

  • Utilized a N,N-diisopropylethylamine (DIPEA)-CS₂-benzyl chloride system for peptide modification.
  • Employed solid-phase peptide synthesis (SPPS) to incorporate modified amino acids and functionalize peptide side chains (Lys, Cys).
  • Investigated the compatibility of the method with various amino acids, protecting groups, and peptide sequences.

Main Results:

  • Achieved efficient and selective incorporation of dithioate and trithioate groups into peptides.
  • Demonstrated broad compatibility with diverse amino acid residues and standard peptide synthesis reagents.
  • Successfully incorporated trithioate groups into peptides via cysteine residues for the first time.

Conclusions:

  • The developed CS₂-based method offers a versatile approach for peptide functionalization.
  • This novel methodology expands the possibilities for creating peptide-based therapeutics with enhanced properties.
  • The ability to introduce trithioate groups opens new avenues in peptide drug design and development.