Organometallic-peptide bioconjugates: Synthetic strategies and medicinal applications

Bauke Albada, N. Metzler-Nolte

Research output: Contribution to journalArticleAcademicpeer-review

130 Citations (Scopus)

Abstract

Peptides are important biological molecular entities in biomedical
research. They can be prepared in a large variety of shapes, with a host of chemical
functions, and tailored for specific applications. Organometallic medicinal chemistry is a
relatively young field that explores biomedical and bioanalytical applications of
organometallic complexes, that is, metal compounds with at least one direct, covalent
metal−carbon bond. The conjugation of peptides to such medicinally active
organometallic moieties started only about 20 years ago, and it has been very beneficial
for the development of bioorganometallic chemistry in general. Similarly, the biomedical
properties of peptides have been altered by their conjugation to organometallic (OM)
moieties. In this review, synthetic methods by which OM moieties can be conjugated to peptides via a carbon−metal bond are
described, and selected medicinal applications of such conjugates are discussed. Inorganic coordination complexes between metal
ions and peptides are excluded from this review. Also, the labeling of peptides with radiometals and applications of radiolabeled
peptides will not be treated herein. First, modifications of the peptide backbone (either N- or C-terminally, or both) with
organometallic moieties will be described, including the insertion of OM moieties as part of the peptide backbone. Then sidechain
modifications will be reported, among them the most recent strategies for chemoselective arene metalation on peptides.
Finally, approaches by which multiple metalation can be achieved are explored. In each section, selected examples of biological
applications are highlighted
Original languageEnglish
Pages (from-to)11797-11839
JournalChemical Reviews
Volume116
Issue number19
DOIs
Publication statusPublished - 2016

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