Molecular diversity of peptidomimetics: approaches to the solid-phase synthesis of peptidosulfonamides

de Bont, D.B.A., Moree, W.J. and Liskamp, R.M.J. (1996) Molecular diversity of peptidomimetics: approaches to the solid-phase synthesis of peptidosulfonamides. Bioorganic and Medicinal Chemistry, 4(5), pp. 667-672. (doi: 10.1016/0968-0896(96)00061-2)

Abstract

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.

• Item Type: Articles
• Status: Published
• Refereed: Yes
• Glasgow Author(s) Enlighten ID: Liskamp, Professor Robert
• Authors: de Bont, D.B.A., Moree, W.J., and Liskamp, R.M.J.
• College/School: College of Science and Engineering > School of Chemistry
• Journal Name: Bioorganic and Medicinal Chemistry
• ISSN: 0968-0896
• ISSN (Online): 1464-3405