Structure-relaxivity relationships of serum albumin targeted MRI probes based on a single amino acid Gd complex

J Med Chem. 2013 Feb 28;56(4):1782-6. doi: 10.1021/jm4000177. Epub 2013 Feb 19.

Abstract

The Gd(III) complex of DO3A-N-α-aminopropionate, Gd(DOTAla), was used to generate a small library of putative MRI probes targeted to human serum albumin (HSA). Ten compounds were synthesized via multistep organic synthesis, and the corresponding Gd complexes were investigated for their affinity to HSA, lipophilicity, and relaxivity in the absence and presence of HSA. Negative charge and moderate lipophilicity correlate with increased HSA affinity and relaxivity.

Publication types

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

MeSH terms

  • Alanine / chemistry*
  • Contrast Media / chemical synthesis*
  • Contrast Media / chemistry
  • Coordination Complexes / chemical synthesis*
  • Coordination Complexes / chemistry
  • Gadolinium*
  • Magnetic Resonance Imaging
  • Protein Binding
  • Serum Albumin / chemistry*
  • Structure-Activity Relationship

Substances

  • Contrast Media
  • Coordination Complexes
  • Gd(DO3A-N-alpha-aminopropionate)
  • Serum Albumin
  • Gadolinium
  • Alanine