title: Effect of positive charge in VIP 16gamma-glutamyl diamino derivatives on hVPAC1 and hVPAC2 receptor function.
abstract: Increase of VPAC receptor s binding to the (16)gamma-glutamyl diaminopropane vasoactive intestinal peptide (VIP-DAP) agonist, a vasoactive intestinal polypeptide (VIP) structural analogue containing a positive charge at position 16, has confirmed the importance of a positive charge at this site. By investigating the effect of distance from the peptide backbone Calpha of a positive charge in position 16, data are reported here concerning: (i) a novel chemical method used for the synthesis of a new family of (16)gamma-glutamyl diamine VIP derivatives differing among them for single carbon atoms and including diaminoethane (VIP-DAE2), diaminopropane (VIP-DAP3), diaminobutane (VIP-DAB4), diaminopentane (VIP-DAP5), and diaminohexane (VIP-DAH6); (ii) functional characterization of these compounds on human VPAC1 and VPAC2 receptors. In more detail, the EC50 and IC50 values, when measured as a function of the alkylic chain length, show in more detail, that the use of VIP-DAB4 derivative changes the IC50 but not the EC50, thus indicating on hVPAC2 receptor an unexpected relationship between binding and activity that differs from that obtained on hVPAC1.
authors: Department of Experimental Medicine, Medical School, II University of Naples, Via Costantinopoli 16, 80138, Naples, Italy. salvatore.demaria@unina2.it
authors: Salvatore
authors: S
authors: de Maria
authors: Vittoria
authors: V
authors: Metafora
authors: Salvatore
authors: S
authors: Metafora
authors: Gianpietro
authors: G
authors: Ravagnan
authors: Maria
authors: M
authors: Cartení
authors: Gabriele
authors: G
authors: Pontoni
authors: Angelo
authors: A
authors: Facchiano
authors: Marilena
authors: M
authors: Lepretti
authors: Beatrice
authors: B
authors: Severino
authors: Giuseppe
authors: G
authors: Caliendo
authors: Vincenzo
authors: V
authors: Santagada
authors: Ingrid
authors: I
authors: Langer
authors: Patrick
authors: P
authors: Robberecht
mesh_terms: D000596:Amino Acids / Q000737:chemistry; D000818:Animals; D016466:CHO Cells; D002244:Carbon / Q000737:chemistry; D006224:Cricetinae; D003412:Cricetulus; D006586:Hexanes / Q000737:chemistry; D006801:Humans; D020128:Inhibitory Concentration 50; D013058:Mass Spectrometry / Q000379:methods; D008956:Models, Chemical; D008958:Models, Molecular; D011485:Protein Binding; D051238:Receptors, Vasoactive Intestinal Polypeptide, Type I / Q000737:chemistry*; D014660:Vasoactive Intestinal Peptide / Q000737:chemistry* / Q000378:metabolism
chemical_list: D000596:Amino Acids; D006586:Hexanes; D051238:Receptors, Vasoactive Intestinal Polypeptide, Type I; D014660:Vasoactive Intestinal Peptide; D002244:Carbon