CuII cross-linked antiparallel dipeptide duplexes using heterofunctional ligand-substituted aminoethylglycine

Matthew B. Coppock, Matthew T. Kapelewski, Hye Won Youm, Lauren A. Levine, James R. Miller, Carl P. Myers, Mary Elizabeth Williams

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

Two artificial dipeptides containing both a pendant monodentate (pyridine (py)) and tridentate (terpyridine (tpy) or phenyl terpyridine (tpy)) ligand on an aminoethylglycine (aeg) backbone have been synthesized. These oligopeptides are fully characterized by one and two-dimensional NMR spectroscopy, mass spectrometry, and elemental analysis. The ligands were chosen because they coordinate Cu2+ to form [Cu(py)(tpy)]2+ complexes; when bound to the dipeptide scaffold, Cu2+ chelation cross-links the strands to form double-stranded duplex structures with an antiparallel arrangement. Using spectrophotometric titrations, we observe coordination of one Cu2+ metal per dipeptide strand. Mass spectrometry, NMR spectroscopy, vapor pressure osmometry, and HPLC confirm that the resulting structures are the dipeptide duplex cross-linked by two metal centers.

Original languageEnglish (US)
Pages (from-to)5126-5133
Number of pages8
JournalInorganic Chemistry
Volume49
Issue number11
DOIs
StatePublished - Jun 7 2010

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry

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