Random isotopolog libraries for protein perturbation studies. 13C NMR studies on lumazine protein of Photobacterium leiognathi

J Org Chem. 2005 Nov 25;70(24):9947-54. doi: 10.1021/jo051662f.

Abstract

[graph: see text] Lumazine proteins of luminescent bacteria are paralogs of riboflavin synthase which are devoid of catalytic activity but bind the riboflavin synthase substrate, 6,7-dimethyl-8-ribityllumazine, with high affinity and are believed to serve as optical transponders for bioluminescence emission. Lumazine protein of Photobacterium leiognathi was expressed in a recombinant Escherichia coli host and was reconstituted with mixtures (random libraries) of 13C-labeled isotopologs of 6,7-dimethyl-8-ribityllumazine or riboflavin that had been prepared by biotransformation of [U-(13)C6]-, [1-(13)C1]-, [2-(13)C1]-, and [3-(13)C1]glucose. 13C NMR analysis of the protein/ligand complexes afforded the assignments of the 13C NMR chemical shifts for all carbon atoms of the protein-bound ligands by isotopolog abundance editing. The carbon atoms of the ribityl groups of both ligands studied were shifted up to 6 ppm upon binding to the protein. Chemical shift modulation of the side chain and chromophore carbon atoms due to protein/ligand interaction is discussed on the basis of the sequence similarity between lumazine protein and riboflavin synthase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Bacterial Proteins / biosynthesis
  • Bacterial Proteins / chemistry*
  • Carbon Isotopes
  • Escherichia coli / genetics
  • Escherichia coli / metabolism
  • Genetic Engineering
  • Glucose / chemistry
  • Ligands
  • Luminescent Proteins / biosynthesis
  • Luminescent Proteins / chemistry*
  • Magnetic Resonance Spectroscopy / methods*
  • Magnetic Resonance Spectroscopy / standards
  • Molecular Sequence Data
  • Molecular Structure
  • Photobacterium / chemistry*
  • Pteridines / chemistry
  • Reference Standards
  • Riboflavin / chemistry
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Bacterial Proteins
  • Carbon Isotopes
  • Ligands
  • Luminescent Proteins
  • Pteridines
  • lumazine protein, Photobacterium
  • 6,7-dimethyl-8-ribityllumazine
  • Glucose
  • Riboflavin