Novel paramagnetic macromolecular complexes derived from the linkage of a macrocyclic Gd(III) complex to polyamino acids through a squaric acid moiety

Bioconjug Chem. 1999 Mar-Apr;10(2):192-9. doi: 10.1021/bc980030f.

Abstract

Macromolecular Gd(III) complexes may find useful application as contrast agents for magnetic resonance angiography (MRA). Herein two novel systems are reported, namely Gd(DO3ASQ)3-lys16 and Gd(DO3ASQ)30-orn114. Their syntheses are based on the ability of the squaric acid moiety to act as a linker between the DO3A (1,4,7, 10-tetraazacyclododecane-1,4,7-triacetic acid) chelate moiety and the polyamino acidic chain. Moreover, the squaric acid participates in the coordination cage of the Gd(III) ion. The investigation of 1H and 17O NMR relaxation processes of solvent water nuclei allowed a detailed characterization of the systems under study. Gd(DO3ASQ)30-orn114 displays a remarkable ability to enhance the water proton relaxation rate of its solutions, and it may be considered as potential contrast agent for MRA applications.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Contrast Media / chemical synthesis*
  • Cyclobutanes*
  • Gadolinium*
  • Indicators and Reagents
  • Kinetics
  • Ligands
  • Magnetic Resonance Angiography
  • Magnetic Resonance Spectroscopy
  • Models, Theoretical
  • Organometallic Compounds / chemical synthesis*
  • Peptides*
  • Polylysine

Substances

  • Contrast Media
  • Cyclobutanes
  • Indicators and Reagents
  • Ligands
  • Organometallic Compounds
  • Peptides
  • polyornithine
  • Polylysine
  • Gadolinium
  • squaric acid