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 Experiment Videos

Protected peptide disulfides by oxidative detachment from a support

B H Rietman1, R H Smulders, I F Eggen

  • 1Laboratory of Organic Chemistry, Catholic University, Nijmegen, The Netherlands.

International Journal of Peptide and Protein Research
|September 1, 1994
PubMed
Summary

This study introduces an efficient method for creating protected cyclic and dimeric peptide disulfides. The procedure utilizes solid-phase immobilization and iodine-mediated oxidation, yielding high-purity products.

Related Concept Videos

You might also read

Related Articles

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

Sort by
Same author

Features of the Energy Spectrum of Cosmic Rays above 2.5×10^{18}  eV Using the Pierre Auger Observatory.

Physical review letters·2020
Same author

Testing Hadronic Interactions at Ultrahigh Energies with Air Showers Measured by the Pierre Auger Observatory.

Physical review letters·2016
Same author

Measurement of the Radiation Energy in the Radio Signal of Extensive Air Showers as a Universal Estimator of Cosmic-Ray Energy.

Physical review letters·2016
Same author

Search for patterns by combining cosmic-ray energy and arrival directions at the Pierre Auger Observatory.

The European physical journal. C, Particles and fields·2015
Same author

Binding sites for Bacillus thuringiensis Cry2Ae toxin on heliothine brush border membrane vesicles are not shared with Cry1A, Cry1F, or Vip3A toxin.

Applied and environmental microbiology·2011
Same author

Pharmacokinetics and pharmacodynamics of inhaled GLP-1 (MKC253): proof-of-concept studies in healthy normal volunteers and in patients with type 2 diabetes.

Clinical pharmacology and therapeutics·2010

Area of Science:

  • Organic Chemistry
  • Peptide Chemistry
  • Biochemistry

Background:

  • Peptide disulfides are crucial in biological systems and therapeutics.
  • Efficient synthesis of protected cyclic and dimeric peptide disulfides remains a challenge.

Purpose of the Study:

  • To develop a novel and efficient procedure for synthesizing protected cyclized and symmetrical dimeric peptide disulfides.
  • To optimize the solid-phase synthesis and oxidation conditions for high yield and purity.

Main Methods:

  • Immobilization of a thiol onto a solid phase via a resin-linked trityl group.
  • Conventional peptide assembly using the Fmoc-strategy.
  • Iodine-mediated oxidation for disulfide bond formation and simultaneous deprotection.

Related Experiment Videos

Main Results:

  • High yield and purity of protected cyclic peptide disulfides were achieved using N,N-dimethylformamide as the solvent.
  • In other solvents, iodine oxidation produced both cyclic products and symmetrical dimeric peptides.
  • The acetamidomethylthio (Acm) protecting group was retained at the N-termini in dimeric products.

Conclusions:

  • The described method provides an efficient route to protected cyclic peptide disulfides.
  • Solvent choice critically influences the outcome, determining the ratio of cyclic to dimeric products.
  • This strategy offers versatility in synthesizing various peptide disulfide structures.