Labeling of the neuropeptide enkephalin with functionalized tris(pyrazolyl)borate complexes: solid-phase synthesis and characterization of p-[Enk-OH]COC6H4TpPtMe3 and p-[Enk-OH]COC6H4TpMeRe(CO)3

Matthew C Kuchta; Annika Gross; Antonio Pinto; Nils Metzler-Nolte

doi:10.1021/ic701316n

Labeling of the neuropeptide enkephalin with functionalized tris(pyrazolyl)borate complexes: solid-phase synthesis and characterization of p-[Enk-OH]COC6H4TpPtMe3 and p-[Enk-OH]COC6H4TpMeRe(CO)3

Inorg Chem. 2007 Oct 29;46(22):9400-4. doi: 10.1021/ic701316n. Epub 2007 Sep 29.

Authors

Matthew C Kuchta¹, Annika Gross, Antonio Pinto, Nils Metzler-Nolte

Affiliation

¹ Fakultät für Chemie und Biochemie, Ruhr-Universität Bochum, Universitätsstrasse 150, Bochum, Germany.

PMID: 17902654
DOI: 10.1021/ic701316n

Abstract

Bioconjugates of the neuropeptide Enkephalin (Enk = -Tyr-Gly-Gly-Phe-Leu-) labeled with organotransition metal tris-pyrazolylborate (Tp) complexes are reported. p-[Enk-OH]COC6H4TpPtMe3 and p-[Enk-OH]COC6H4Tp(Me)Re(CO)3 have been synthesized by solid-phase peptide synthesis (SPPS), purified by RP-HPLC, and characterized by ESI-mass spectrometry and 1H NMR and IR spectroscopies. p-[Enk-OH]COC6H4TpPtMe3 and p-[Enk-OH]COC6H4Tp(Me)Re(CO)3 constitute the first examples of Tp complexes employed in SPPS.

MeSH terms

Borates / chemistry*
Enkephalins / chemistry*
Magnetic Resonance Spectroscopy
Spectrophotometry, Infrared

Substances

Borates
Enkephalins