Self-association and solubility of peptides.: A solvent-titration study of protected C-terminal segments of porcine vasoactive intestinal peptide (VIP)
作者： C. Toniolo , G.M. Bonora , W.M.M. Schaaper
DOI: 10.1111/J.1399-3011.1984.TB02736.X
关键词:
摘要: Self-associated species of the protected C-terminal tetrapeptide segment porcine vasoactive intestinal peptide and related short sequences in methylene chloride have been disrupted by adding increasing amounts dimethylsulphoxide. This structural transition has monitored following disappearance amide I carbonyl stretching band assigned to strongly intermolecularly hydrogen-bonded molecules (1655–1633 cm-1) infrared absorption spectra. A scale for propensity various peptides aggregate established. Substitution asparagine residue a β-tert.-butylaspartic acid tripeptide drastically reduces extent self-association. The tendency shown these is paralleled decrease their solubility. impact results on strategy synthesis briefly outlined.
sci-hub.se 参考文章(15)
C. Toniolo, V. N. R. Pillai, M. Mutter, G. M. Bonora, LINEAR OLIGOPEPTIDES .74. SYNTHESIS, CHARACTERIZATION, AND CONFORMATIONAL-ANALYSIS OF A SERIES OF MONODISPERSED HOMOPEPTIDES (UP TO THE NONAMER) OF GLYCINE Gazzetta Chimica Italiana. ,vol. 110, pp. 503- 510 ,(1980)
Miklos Bodanszky, Cynthia Yang Lin, Athanasios E. Yiotakis, Viktor Mutt, Sami I. Said, Vasoactive intestinal peptide (VIP) from chicken: Synthesis and properties of the C-terminal hendecapeptide Bioorganic Chemistry. ,vol. 5, pp. 339- 350 ,(1976) , 10.1016/0045-2068(76)90040-7
Gian Maria Bonora, Manlio Palumbo, Claudio Toniolo, Manfred Mutter, LINEAR OLIGOPEPTIDES, .55. INFRARED CONFORMATIONAL-ANALYSIS OF POLYETHYLENEGLYCOL-BOUND ALANINE AND VALINE HOMO-L-OLIGOPEPTIDES IN THE SOLID-STATE AND IN SOLUTION Macromolecular Chemistry and Physics. ,vol. 180, pp. 1293- 1304 ,(1979) , 10.1002/MACP.1979.021800515
MASAHARU TAKEYAMA, KANAME KOYAMA, KAZUTOMO INOUE, TAMOTSU KAWANO, ADACHI HIDEKI, TAKAYOSHI TOBE, HARUAKI YAJIMA, Studies on Peptides. XCV. Alternative Synthesis of Porcine Vasoactive Intestinal Polypeptide (VIP) Chemical & Pharmaceutical Bulletin. ,vol. 28, pp. 1873- 1883 ,(1980) , 10.1248/CPB.28.1873
C. Toniolo, M. Palumbo, E. Benedetti, On the oxy analogues to the 3 leads to 1 intramolecularly hydrogen-bonded peptide conformations. Macromolecules. ,vol. 9, pp. 420- 424 ,(1976) , 10.1021/MA60051A007
M. H. Baron, C. De Loze, C. Toniolo, G. D. Fasman, Structure in solution of protected homo‐oligopeptides of L‐valine, L‐isoleucine, and L‐phenylalanine: An infrared absorption study Biopolymers. ,vol. 17, pp. 2225- 2239 ,(1978) , 10.1002/BIP.1978.360170915
Miklos Bodanszky, Yakir S. Klausner, Viktor Mutt, Synthesis of the vasoactive intestinal peptide (VIP) I. The C-terminal cyanogen bromide fragment Bioorganic Chemistry. ,vol. 2, pp. 30- 38 ,(1972) , 10.1016/0045-2068(73)90004-7
Arie van Zon, Hugo Christiaan Beyerman, Synthesis of the gastrointestinal peptide hormone secretin by the repetitive excess mixed anhydride (REMA) method. Helvetica Chimica Acta. ,vol. 59, pp. 1112- 1126 ,(1976) , 10.1002/HLCA.19760590415
J. Hirt, P. Kranenburg, H.C. Beyerman, A convenient synthesis of human calcitonin mainly via the repetitive excess mixed anhydride method Recueil des Travaux Chimiques des Pays-Bas. ,vol. 98, pp. 143- 154 ,(1979) , 10.1002/RECL.19790980402
G. Précigoux, S. Geoffre, M. Hospital, F. Leroy, The structure of l‐tyrosyl‐l‐prolyl‐l‐asparaginyl‐l‐glycine, the 23–26 fragment of human ACTH Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry. ,vol. 38, pp. 2172- 2176 ,(1982) , 10.1107/S0567740882008267