Design, synthesis, and molecular modeling studies of 5'-deoxy-5'-ureidoadenosine: 5'-ureido group as multiple hydrogen bonding donor in the active site of S-adenosylhomocysteine hydrolase

Bioorg Med Chem Lett. 2007 Aug 15;17(16):4456-9. doi: 10.1016/j.bmcl.2007.06.013. Epub 2007 Jun 8.

Abstract

5'-Deoxy-5'-ureidoadenosine was designed and synthesized as a potent inhibitor of S-adenosylhomocysteine hydrolase (SAH), in which 5'-ureido group acted as multiple hydrogen bonding donor in binding with active site residues of SAH in the molecular modeling study.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adenosylhomocysteinase / chemistry
  • Adenosylhomocysteinase / metabolism*
  • Binding Sites
  • Deoxyadenosines / chemical synthesis
  • Deoxyadenosines / chemistry*
  • Drug Design
  • Hydrogen Bonding
  • Models, Molecular
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • 5'-deoxy-5'-ureidoadenosine
  • Deoxyadenosines
  • Adenosylhomocysteinase