Thiol-reactive luminescent lanthanide chelates: part 2

Bioconjug Chem. 2003 Sep-Oct;14(5):870-6. doi: 10.1021/bc034029e.

Abstract

Luminescent lanthanide complexes have unusual spectroscopic characteristics, including millisecond excited-state lifetime and sharply spiked emission spectra. These characteristics make them valuable alternatives to conventional organic fluorescent probes in detection applications and for measuring nanometer-scale conformational changes in biomolecules via resonance energy transfer. Our group has previously reported the syntheses and application of various luminescence complexes that have polyaminocarboxylate chelates coupled to a carbostyril antenna and thiol or amine-reactive groups. Here we report the syntheses of new thiol-reactive forms of DTPA-cs124 chelates, including two iodoacetamide forms (phenylalanine-iodoacetamide and ethylenediamine iodoacetamide) and two methane-thio-sulfonate forms (ethylmethanethiosulfonate and carboxyethylmethanethiosulfonate). In addition, we have developed an improved synthesis of a previously reported maleimide form.

Publication types

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

MeSH terms

  • Chelating Agents / analysis
  • Chelating Agents / chemical synthesis*
  • Lanthanoid Series Elements / analysis
  • Lanthanoid Series Elements / chemical synthesis*
  • Luminescent Measurements*
  • Pentetic Acid / analogs & derivatives
  • Pentetic Acid / analysis
  • Pentetic Acid / chemical synthesis
  • Sulfhydryl Compounds / analysis
  • Sulfhydryl Compounds / chemical synthesis*

Substances

  • Chelating Agents
  • Lanthanoid Series Elements
  • Sulfhydryl Compounds
  • Pentetic Acid