Structural basis for potent inhibitory activity of the antibiotic tigecycline during protein synthesis

Proc Natl Acad Sci U S A. 2013 Mar 5;110(10):3812-6. doi: 10.1073/pnas.1216691110. Epub 2013 Feb 19.

Abstract

Here we present an X-ray crystallography structure of the clinically relevant tigecycline antibiotic bound to the 70S ribosome. Our structural and biochemical analysis indicate that the enhanced potency of tigecycline results from a stacking interaction with nucleobase C1054 within the decoding site of the ribosome. Single-molecule fluorescence resonance energy transfer studies reveal that, during decoding, tigecycline inhibits the initial codon recognition step of tRNA accommodation and prevents rescue by the tetracycline-resistance protein TetM.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology*
  • Base Sequence
  • Binding Sites
  • Crystallography, X-Ray
  • Fluorescence Resonance Energy Transfer
  • Glycylglycine / chemistry
  • Glycylglycine / pharmacology
  • Minocycline / analogs & derivatives*
  • Minocycline / chemistry
  • Minocycline / pharmacology
  • Models, Molecular
  • Protein Biosynthesis / drug effects
  • RNA, Bacterial / chemistry
  • RNA, Bacterial / genetics
  • RNA, Bacterial / metabolism
  • RNA, Transfer / chemistry
  • RNA, Transfer / genetics
  • RNA, Transfer / metabolism
  • Ribosomes / chemistry
  • Ribosomes / drug effects
  • Ribosomes / metabolism
  • Static Electricity
  • Structure-Activity Relationship
  • Thermus thermophilus / drug effects
  • Thermus thermophilus / genetics
  • Thermus thermophilus / metabolism
  • Tigecycline

Substances

  • Anti-Bacterial Agents
  • RNA, Bacterial
  • Glycylglycine
  • Tigecycline
  • RNA, Transfer
  • Minocycline

Associated data

  • PDB/4G5K
  • PDB/4G5L
  • PDB/4G5T
  • PDB/4G5U