Triplet excited States as chiral reporters for the binding of drugs to transport proteins

J Am Chem Soc. 2005 Jul 27;127(29):10134-5. doi: 10.1021/ja0514489.

Abstract

The triplet excited state of flurbiprofen methyl ester (FBPMe) has been used as a chiral reporter for the two binding sites of human serum albumin (HSA). The occupation level of the binding sites has been estimated from regression analysis of the triplet decays at several [FBPMe]/[HSA] ratios. The data agree with two high affinity binding sites (I and II) that are populated to a different extent. A remarkable stereodifferentiation has been found in the drug triplet lifetimes within the protein microenvironment.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Inflammatory Agents, Non-Steroidal / blood
  • Anti-Inflammatory Agents, Non-Steroidal / metabolism*
  • Binding Sites
  • Carrier Proteins / metabolism*
  • Flurbiprofen / analogs & derivatives*
  • Flurbiprofen / blood
  • Flurbiprofen / metabolism*
  • Humans
  • Photolysis
  • Protein Binding
  • Serum Albumin / metabolism*
  • Stereoisomerism

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Carrier Proteins
  • Serum Albumin
  • Flurbiprofen