Slow tert-butyl ester acidolysis and peptide 3(10)-helix to alpha-helix transition in HFIP solution (Articolo in rivista)

Type
Label
  • Slow tert-butyl ester acidolysis and peptide 3(10)-helix to alpha-helix transition in HFIP solution (Articolo in rivista) (literal)
Anno
  • 2007-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1002/bip.20680 (literal)
Alternative label
  • A. Moretto, M. Crisma, F. Formaggio, B. Kaptein, Q.B. Broxterman, T.A. Keiderling, C. Toniolo (2007)
    Slow tert-butyl ester acidolysis and peptide 3(10)-helix to alpha-helix transition in HFIP solution
    in Biopolymers (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • A. Moretto, M. Crisma, F. Formaggio, B. Kaptein, Q.B. Broxterman, T.A. Keiderling, C. Toniolo (literal)
Pagina inizio
  • 233 (literal)
Pagina fine
  • 238 (literal)
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  • Citazioni WOS: 9 Impact Factor 2007: 2.389 Coautore (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 88 (literal)
Rivista
Note
  • ISI Web of Science (WOS) (literal)
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  • Institute of Biomolecular Chemistry, CNR, Department of Chemistry, University of Padova, 35131 Padova, Italy; DSM Research, Life Sciences, Advanced Synthesis and Catalysis, 6160 MD Geleen, The Netherlands; Department of Chemistry, University of Illinois at Chicago, Chicago, IL, USA (literal)
Titolo
  • Slow tert-butyl ester acidolysis and peptide 3(10)-helix to alpha-helix transition in HFIP solution (literal)
Abstract
  • We have already shown by CD and NMR techniques that the terminally protected homo-octapeptides Z (and Ac)-[L-(alpha Me) Val](8)-OtBu undergo a slow and irreversible 3(10)-helix to alpha-helix transition when dissolved in 1, 1, 1,3,3,3-hexafluoroisopropanol. In the present work, we find by HPLC and CD that under the aforementioned experimental conditions, a slow acidolysis of the tertbutyl ester functionality does take place affording the corresponding octapeptide free acids. The results of our combined chromatographic and spectroscopic experiments are confirmed by a comparison with the properties of independently synthesized and chemically characterized authentic compounds. (literal)
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