(Chemical Equation Presented) New pyrroloisoquinoline-based tetrapeptides were synthesized in enantiomerically pure form, and their conformational features were studied by NMR, IR, and molecular-modeling techniques. The presence of a reverse turn was observed in both structures, with the C1 stereochemistry playing a central role in determining stable conformations. In particular, all of the analyses led to the conclusion that a type II′ β-turn is mostly stabilized in tetrapeptide mimic 3a, while a typical inverse γ-turn geometry is revealed for the diastereoisomer 3b.
Pyrroloisoquinoline-based tetrapeptide analogues mimicking reverse-turn secondary structures / N. Landoni, G. Lesma, A. Sacchetti, A. Silvani. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 72:25(2007), pp. 9765-9768.
|Titolo:||Pyrroloisoquinoline-based tetrapeptide analogues mimicking reverse-turn secondary structures|
LANDONI, NICOLA (Primo)
LESMA, GIORDANO (Secondo)
SACCHETTI, ALESSANDRO (Penultimo)
SILVANI, ALESSANDRA (Ultimo)
|Settore Scientifico Disciplinare:||Settore CHIM/06 - Chimica Organica|
|Data di pubblicazione:||2007|
|Digital Object Identifier (DOI):||http://dx.doi.org/10.1021/jo701581j|
|Appare nelle tipologie:||01 - Articolo su periodico|