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 journalArticle

6 Citations (Scopus)

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

Fingerprint

Dipeptides
strands
pyridines
mass spectroscopy
Ligands
nuclear magnetic resonance
ligands
chelation
titration
metals
spectroscopy
vapor pressure
Nuclear magnetic resonance spectroscopy
Mass spectrometry
Metals
Oligopeptides
Chelation
Vapor pressure
Titration
Scaffolds

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry

Cite this

Coppock, M. B., Kapelewski, M. T., Youm, H. W., Levine, L. A., Miller, J. R., Myers, C. P., & Williams, M. E. (2010). CuII cross-linked antiparallel dipeptide duplexes using heterofunctional ligand-substituted aminoethylglycine. Inorganic Chemistry, 49(11), 5126-5133. https://doi.org/10.1021/ic100252g
Coppock, Matthew B. ; Kapelewski, Matthew T. ; Youm, Hye Won ; Levine, Lauren A. ; Miller, James R. ; Myers, Carl P. ; Williams, Mary Elizabeth. / CuII cross-linked antiparallel dipeptide duplexes using heterofunctional ligand-substituted aminoethylglycine. In: Inorganic Chemistry. 2010 ; Vol. 49, No. 11. pp. 5126-5133.
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CuII cross-linked antiparallel dipeptide duplexes using heterofunctional ligand-substituted aminoethylglycine. / Coppock, Matthew B.; Kapelewski, Matthew T.; Youm, Hye Won; Levine, Lauren A.; Miller, James R.; Myers, Carl P.; Williams, Mary Elizabeth.

In: Inorganic Chemistry, Vol. 49, No. 11, 07.06.2010, p. 5126-5133.

Research output: Contribution to journalArticle

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AU - Coppock, Matthew B.

AU - Kapelewski, Matthew T.

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