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

HBTU activation for automated Fmoc solid-phase peptide synthesis.

C G Fields1, D H Lloyd, R L Macdonald

  • 1Applied Biosystems Inc., Foster City, CA 94404.

Peptide Research
|March 1, 1991
PubMed
Summary

The novel reagent 2-(1H-benzotriazol-1-yl)-1,1,3,3,-tetramethyluronium hexafluorophosphate (HBTU) significantly improves Fmoc solid-phase peptide synthesis. It enables rapid, efficient single-coupling reactions, even for challenging amino acid residues.

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

Editorial.

Veterinary dermatology·2021
Same author

Looking towards the millennium.

Veterinary dermatology·2021
Same author

Fluoroquinolone resistance in Staphylococcus intermedius.

Veterinary dermatology·2021
Same author

Antimicrobial resistance of feline staphylococci in south-eastern England.

Veterinary dermatology·2021
Same author

EDITORIAL.

Veterinary dermatology·2021
Same author

MORE THINGS IN HEAVEN AND EARTH.

Veterinary dermatology·2021

Area of Science:

  • Organic Chemistry
  • Biochemistry
  • Synthetic Chemistry

Background:

  • Fmoc solid-phase peptide synthesis is a crucial technique in biochemistry.
  • Traditional activation methods can be slow and inefficient, especially for sterically hindered amino acids.
  • Optimizing coupling efficiency is vital for successful peptide synthesis.

Purpose of the Study:

  • To evaluate the efficacy of 2-(1H-benzotriazol-1-yl)-1,1,3,3,-tetramethyluronium hexafluorophosphate (HBTU) as an activating reagent in Fmoc peptide synthesis.
  • To assess the speed and efficiency of HBTU-mediated coupling reactions.
  • To investigate the utility of HBTU for difficult amino acid sequences.

Main Methods:

  • Utilized Fmoc solid-phase peptide synthesis methodology.

Related Experiment Videos

  • Employed HBTU as the activating reagent in N,N-dimethylformamide and N-methyl-pyrrolidone solvents.
  • Investigated coupling efficiencies for various amino acid residues, including Arg, Ile, Leu, and Val.
  • Explored the impact of trityl side-chain protection for Fmoc-Asn and Fmoc-Gln.

    • Main Results:

    • HBTU demonstrated excellent results in Fmoc solid-phase peptide synthesis.
    • Activation and coupling reactions were rapid, completing within 10-30 minutes.
    • High coupling efficiencies were achieved with single coupling, even for residues typically requiring double coupling.
    • Trityl side-chain protection further enhanced coupling for difficult sequences.

    Conclusions:

    • HBTU is a highly effective activating reagent for Fmoc solid-phase peptide synthesis.
    • The reagent offers significant advantages in terms of speed and efficiency, particularly for challenging peptide sequences.
    • HBTU chemistry is well-suited for automated peptide synthesizers, improving overall synthesis outcomes.