179911-17-2Relevant academic research and scientific papers
Hydrogen-bonding donor/acceptor scales in β-sulfonamidopeptides
Gennari, Cesare,Gude, Markus,Potenza, Donatella,Piarulli, Umberto
, p. 1924 - 1931 (2007/10/03)
The conformational preferences of β-sulfonamidopeptides in chloroform solution were investigated by variable-temperature 1H NMR spectroscopy and FT-IR spectroscopy. The following hydrogen-bonding acceptor scale was derived from the experiments:
Solid-phase synthesis of peptidosulfonamide containing peptides derived from Leu-enkephalin
De Bont, Dries B.A.,Dijkstra, Gerard D.H.,Den Hartog, Jack A.J.,Liskamp, Rob M.J.
, p. 3035 - 3040 (2007/10/03)
Using Boc or Fmoc-protected β-substituted aminoethanesulfonyl chlorides (2-substituted taurylchlorides) the solid-phase synthesis of dipeptidosulfonamides as well as peptidosulfonamide containing peptides derived from Leu-enkephalin is described. The binding activity of the peptidosulfonamide YGGFL derivatives is reported.
Molecular diversity of peptidomimetics: Approaches to the solid-phase synthesis of peptidosulfonamides
De Bont, Dries B. A.,Moree, Wilna J.,Liskamp, Rob M. J.
, p. 667 - 672 (2007/10/03)
In order to use the potential molecular diversity of the peptidosulfonamide peptidomimetics ultimately in libraries, approaches towards the solid-phase synthesis of peptidosulfonamides are a prerequisite. It is shown that peptidosulfonamides can be synthesized by solid-phase synthesis methods using either a Merrifield or a Tentagel resin. Better and more reproducible results are obtained using the latter resin. The possibility to prepare cyclic peptidosulfonamides was illustrated by the synthesis of cyclo-phenylalanylΨ[CH2S(O)2N]-glycine. However, translation of synthesis of peptidosulfonamides in solution to a solid-phase method was rather laborious and still requires careful optimization.
