Application of <i>N</i>-Dodecyl <span style="font-variant: small-caps">l</span>-Peptide to Enhance Serum Stability while Maintaining Inhibitory Effects on Myometrial Contractions Ex Vivo
Julien Poupart,
Xin Hou,
Sylvain Chemtob,
William D. Lubell
Affiliations
Julien Poupart
Département de Chimie, Pavillon Roger Gaudry, Université de Montréal, CP 6128 and Succursale Centre-ville, Montréal, QC H3C 3J7, Canada
Xin Hou
Centre de recherches du Centre Hospitalier Universitaire Sainte-Justine, Montréal City, QC H3T 1C5, Canada
Sylvain Chemtob
Centre de recherches du Centre Hospitalier Universitaire Sainte-Justine, Montréal City, QC H3T 1C5, Canada
William D. Lubell
Département de Chimie, Pavillon Roger Gaudry, Université de Montréal, CP 6128 and Succursale Centre-ville, Montréal, QC H3C 3J7, Canada
N-Alkylation and N-acylation of the prostaglandin-F2α allosteric modulator l-PDC31 were performed to install various alkyl, PEG and isoprenoid groups onto the l-enantiomer of the peptide. Among the different bio-conjugates studied, the N-dodecyl analog reduced prostaglandin-F2α-induced mouse myometrium contractions ex vivo. Furthermore, N-dodecyl-l-PDC31 exhibited improved stability in a mouse serum assay, likely due to protection from protease degradation by the lipid chain.
