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)

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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

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