Structural principles for the inhibition of the 3'-5' exonuclease activity of Escherichia coli DNA polymerase I by phosphorothioates

J Mol Biol. 1998 Mar 27;277(2):363-77. doi: 10.1006/jmbi.1997.1586.

Abstract

A two-metal-ion catalytic mechanism has previously been proposed for several phosphoryl-transfer enzymes. In order to extend the structural basis of this mechanism, crystal structures of three single-stranded DNA substrates bound to the 3'-5' exonucleolytic active site of the large fragment of DNA polymerase I from Escherichia coli have been elucidated. The first is a 2.1 A resolution structure of a Michaelis complex between the large fragment (or Klenow fragment, KF) and a single-stranded DNA substrate, stabilized by low pH and flash-freezing. The positions and identities of the catalytic metal ions, a Zn2+ at site A and a Mg2+ at site B, have been clearly established. The structural and kinetic consequences of sulfur substitutions in the scissile phosphate have been explored. A complex with the Rp isomer of phosphorothioate DNA, refined at 2.2 A resolution, shows Zn2+ bound to both metal sites and a mispositioning of the substrate and attacking nucleophile. The complex with the Sp phosphorothioate at 2. 3 A resolution reveals that metal ions do not bind in the active site, having been displaced by a bulky sulfur atom. Steady-state kinetic experiments show that catalyzed hydrolysis of the Rp isomer was reduced only about 15-fold, while no enzyme activity could be detected with the Sp phosphorothioate, consistent with the structural observations. Furthermore, Mn2+ could not rescue the activity of the exonuclease on the Sp phosphorothioate. Taken together, these studies confirm and extend the proposed two-metal-ion exonuclease mechanism and provide a structural context to explain the effects of sulfur substitutions on this and other phosphoryl-transfer enzymes. These experiments also suggest that the possibility of metal-ion exclusion be taken into account when interpreting the results of Mn2+ rescue experiments.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Catalysis
  • Crystallography, X-Ray
  • DNA Polymerase I / antagonists & inhibitors*
  • DNA Polymerase I / chemistry
  • DNA Polymerase I / metabolism
  • Enzyme Inhibitors / pharmacology*
  • Escherichia coli / enzymology*
  • Exodeoxyribonuclease V
  • Exodeoxyribonucleases / antagonists & inhibitors*
  • Exodeoxyribonucleases / chemistry
  • Exodeoxyribonucleases / metabolism
  • Hydrogen-Ion Concentration
  • Isomerism
  • Kinetics
  • Models, Molecular
  • Molecular Structure
  • Oxygen / chemistry
  • Substrate Specificity
  • Thionucleotides / pharmacology*

Substances

  • Enzyme Inhibitors
  • Thionucleotides
  • DNA Polymerase I
  • Exodeoxyribonucleases
  • Exodeoxyribonuclease V
  • Oxygen