title: The preparation of biotinyl-epsilon-aminocaproylated forms of the vasoactive intestinal polypeptide (VIP) as probes for the VIP receptor.
abstract: Vasoactive intestinal polypeptide (VIP) was biotinyl-epsilon-aminocaproylated using sulfosuccinimidyl-6-(biotinamido) hexanoate thereby producing a series of products that were separated by high performance liquid chromatography (HPLC). Seven VIP-derivatives were isolated and the number and location of biotinyl-epsilon-aminocaproylation was determined by a combination of enzymatic degradation and plasma desorption mass spectrometry (PDMS). Receptor binding experiments with the VIP biotinyl-epsilon-aminocaproylated derivatives revealed IC50 values for the monobiotinyl-epsilon-aminocaproylated peptides that were 1.3-3.2 times higher than for natural VIP. All isolated biotinyl-epsilon-aminocaproylated derivatives possess VIP-like bioactivity as shown by an assay measuring pancreatic juice secretion in cat, VIP biotinyl-epsilon-aminocaproylated in position lysine being almost equipotent with natural VIP.
authors.affiliation: Department of Biochemistry II, Karolinska Institute, Stockholm, Sweden.
authors.forename: M
authors.initials: M
authors.lastname: Andersson
authors.forename: J C
authors.initials: JC
authors.lastname: Marie
authors.forename: M
authors.initials: M
authors.lastname: Carlquist
authors.forename: V
authors.initials: V
authors.lastname: Mutt
mesh_terms: D000595:Amino Acid Sequence; D000818:Animals; D001667:Binding, Competitive; D001710:Biotin / Q000031:analogs & derivatives*; D002462:Cell Membrane / Q000378:metabolism; D002851:Chromatography, High Pressure Liquid; D003432:Cross-Linking Reagents; D008099:Liver / Q000378:metabolism; D013058:Mass Spectrometry; D015335:Molecular Probes; D008969:Molecular Sequence Data; D011964:Receptors, Gastrointestinal Hormone / Q000032:analysis / Q000378:metabolism*; D018005:Receptors, Vasoactive Intestinal Peptide; D013388:Succinimides; D013552:Swine; D014660:Vasoactive Intestinal Peptide / Q000378:metabolism*
chemical_list: D003432:Cross-Linking Reagents; D015335:Molecular Probes; D011964:Receptors, Gastrointestinal Hormone; D018005:Receptors, Vasoactive Intestinal Peptide; D013388:Succinimides; C061443:sulfosuccinimidyl 6-(biotinamido)hexanoate; D014660:Vasoactive Intestinal Peptide; D001710:Biotin