Chemoselective tagging to promote natural product discovery

Emily J Tollefson, Erin E. Carlson

Research output: Chapter in Book/Report/Conference proceedingChapter

2 Scopus citations

Abstract

Natural products are privileged scaffolds in the realm of drug discovery. The development and utilization of chemoselective probes in conjunction with mass spectrometry to identify new natural product leads have great potential to simplify and accelerate discovery. This chapter reviews recent advances, split broadly into two groups: nonreversible and reversible chemoselective probes. Building on the wealth of research in chemoselective probes for protein labeling, the development of covalent labels that are useful for natural product discovery has gained interest in the past decade. Comparative analysis of natural product libraries versus synthetic compound libraries indicates that their inherent biological functions and physicochemical properties make secondary metabolites privileged compounds in the drug discovery realm. Traditionally, natural products were isolated by exploiting properties such as size, charge, solubility, and hydrophobicity. Alkyne-containing natural products are produced across the biological kingdom and have a broad range of bioactivities.

Original languageEnglish (US)
Title of host publicationMass Spectrometry-Based Chemical Proteomics
PublisherWiley
Pages187-206
Number of pages20
ISBN (Electronic)9781118970195
ISBN (Print)9781118969557
DOIs
StatePublished - Jan 1 2019

Bibliographical note

Publisher Copyright:
© 2019 John Wiley & Sons, Inc.

Keywords

  • Alkyne probes
  • Chemoselective tagging
  • Covalent labels
  • Drug discovery
  • Hydrophobicity
  • Natural product discovery
  • Nonreversible mass spectrometry tags
  • Protein labeling
  • Reversible enrichment tags

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