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Solid Phase Synthesis of a Functionalized Bis-Peptide Using “Safety Catch” Methodology
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Biology
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JoVE Journal Biology
Solid Phase Synthesis of a Functionalized Bis-Peptide Using “Safety Catch” Methodology

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

DOI:
10.3791/4112-v

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11:42 min

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May 15, 2012

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1College of Science and Technology,Temple University

Chapters

  • 00:05Title
  • 01:55Loading of First Bis-Peptide, Deprotection of First Bis-Peptide, and Simultaneous Resin Capping
  • 03:43Coupling Tert-butyl Carbamate (Boc)/tert-butyl Ester(tBu)-protected Functionalized Bis-Amino Acid
  • 05:21Deprotection of Boc/tBu-protected Functionalized Bis-Amino Acid, Deprotection of Fmoc, and Acylation of the First Bis-Amino Acid
  • 06:55Removal of the Boc Group from the Resin Bound Amino Acid and Cleavage from the Resin
  • 07:56Assessment Methods
  • 09:51Results: Analysis by Liquid Chromatography and Mass Spectroscopy
  • 10:36Conclusion

Summary

Automatic Translation

Automatic Translation

The efficient solid-phase peptide synthesis of a functionalized bis-peptide trimer utilizing a "safety catch" cleavage procedure from HMBA resin is described.

Tags

Solid-phase SynthesisFunctionalized Bis-peptideSafety Catch MethodologyR.B. MerrifieldSolid SupportProtecting GroupsCoupling MethodsBoc-based ProtectionBase/nucleophile Cleavable Resin StrategyFmoc-based ProtectionAcidic Cleavable Resin StrategyPeptidesBoc/tert-butyl Solid-phase Synthesis StrategyBis-peptide LibrariesCleavage StageDiketopiperazine Formation

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