Dynamic Cyclic Thiodepsipeptide Libraries from Thiol-Thioester Exchange

Abstract

Thiol-thioester exchange was found to readily generate libraries of cyclic thiodepsipeptides under thermodynamic control, which will enable their use in a variety of dynamic combinatorial chemistry assays. The kinetic determinants of macrocycle formation and the role of amino acid structure on the reaction dynamics are discussed.

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Document Details

Document Type
Technical Report
Publication Date
Apr 01, 2010
Accession Number
ADA640316

Entities

People

  • Aaron G. Frye
  • Lindsey A. Ingerman
  • Marcey L. Waters
  • Michel R Gagné
  • Soumyadip Ghosh
  • Stephen J. Lee

Organizations

  • University of North Carolina at Chapel Hill

Tags

DTIC Thesaurus Topics

  • Acids
  • Amino Acids
  • Analogs
  • Aqueous Solutions
  • Carboxylic Acids
  • Chemical Synthesis
  • Chemistry
  • Materials
  • Military Research
  • Mixing
  • Mixtures
  • Neutral Amino Acids
  • North Carolina
  • Protein-Protein Interactions
  • Reactivities
  • Triangles
  • Water

Fields of Study

  • Chemistry

Readers

  • Molecular and Cellular Biochemistry
  • Organic Chemistry
  • Robotics and Automation.