PMID: 9546658Apr 18, 1998Paper

Conformation of desmopressin, an analogue of the peptide hormone vasopressin, in aqueous solution as determined by NMR spectroscopy

European Journal of Biochemistry
B WalseT Drakenberg

Abstract

Desmopressin (1-desamino-[DArg8]vasopressin, is a synthetic analogue of the neurohypophyseal peptide hormone vasopressin which has high antidiuretic and antibleeding potency. The structure of desmopressin has been determined in aqueous solution by two-dimensional NMR techniques and molecular dynamics simulations. Both standard and time-averaged distance restraints were used in structure calculations because of the inherent flexibility in small peptides. 21 models calculated with standard restraints were compared with structures refined with time-averaged distance restraints and were found to be good representatives of the conformational ensemble of desmopressin. The macrocyclic ring forms an inverse gamma-turn centered around Gln4. Residues 1 and 2, the disulphide bridge and the three-residue acyclic tail were found to be flexible in solution. Residues 4-6 in the ensemble of calculated structures contain essentially the same backbone conformation as in the crystal structure of pressinoic acid, the cyclic moiety of vasopressin, whereas residues 2-6 superimpose on the NMR-derived conformation of oxytocin bound to neurophysin. The results presented in this work suggest that, in addition to the differences in sequence between desmo...Continue Reading

Citations

Mar 19, 2002·International Journal of Pharmaceutics·Tina B PedersenKent Jørgensen
Nov 22, 2011·Future Medicinal Chemistry·Nancy B IannucciDaniel F Alonso
Aug 1, 2002·Journal of Peptide Science : an Official Publication of the European Peptide Society·Sylwia Rodziewicz-MotowidłoJacek Wójcik
Mar 20, 2014·Journal of Peptide Science : an Official Publication of the European Peptide Society·Emilia A LubeckaJerzy Ciarkowski
Sep 4, 2018·Expert Opinion on Drug Delivery·Wisam Al BakriZhen Yang
Oct 10, 2007·Journal of Peptide Science : an Official Publication of the European Peptide Society·Emilia Sikorska, Sylwia Rodziewicz-Motowidło
Jun 17, 2005·Journal of Peptide Science : an Official Publication of the European Peptide Society·Emilia SikorskaBernard Lammek
Dec 19, 2009·Magnetic Resonance in Chemistry : MRC·Akiko OhnoTeruhide Yamaguchi
Feb 21, 2021·Journal of Inorganic Biochemistry·Joanna WątłyMagdalena Rowińska-Żyrek

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