Synthesis of neurotensin(8-13)-phosphopeptide heterodimers via click chemistry

Susan Richter; Theres Ramenda; Ralf Bergmann; T Kniess; Joerg Steinbach; Jens Pietzsch; Frank Wuest

doi:10.1016/j.bmcl.2010.04.038

Synthesis of neurotensin(8-13)-phosphopeptide heterodimers via click chemistry

Bioorg Med Chem Lett. 2010 Jun 1;20(11):3306-9. doi: 10.1016/j.bmcl.2010.04.038. Epub 2010 Apr 14.

Authors

Susan Richter¹, Theres Ramenda, Ralf Bergmann, T Kniess, Joerg Steinbach, Jens Pietzsch, Frank Wuest

Affiliation

¹ Institute of Radiopharmacy, Forschungszentrum Dresden-Rossendorf e.V., Bautzner Landstrasse 400, 01328 Dresden, Germany.

PMID: 20452768
DOI: 10.1016/j.bmcl.2010.04.038

Abstract

Two neurotensin(8-13)-containing peptide heterodimers were prepared via copper(I)-mediated click chemistry. The resulting peptide dimers could be obtained in 28-31% yield after HPLC purification. Neurotensin(8-13)-containing peptide dimers were used in an in vitro binding assay to determine binding affinity towards the neurotensin receptor-1 (NTR1). The determined IC(50) values of 8.3 microM and 0.7 microM indicate only very low binding affinity of the neurotensin(8-13)-containing peptide heterodimers towards the NTR1.

MeSH terms

Chromatography, High Pressure Liquid
Dimerization
Neurotensin / chemistry*
Peptide Fragments / chemistry*
Phosphopeptides / chemical synthesis*
Phosphopeptides / chemistry

Substances

Peptide Fragments
Phosphopeptides
Neurotensin
neurotensin (8-13)