Peptidosulfonamides solid-phase

In this chapter we consider Fmoc solid-phase synthesis of peptide analogs containing the amide surrogate that tend to be isosteric with the natural amide. This includes synthesis of peptidosulfonamides, phosphonopeptides, oligoureas, depsides, depsipeptides, and peptoids. 

Key Words Peptidomimetics pseudopeptides isosteres Fmoc solid-phase synthesis peptidosulfonamides phosphonopeptides oligourea depsides depsipeptides peptoids. 

Fig. 3. Solid-phase peptidosulfonamide synthesis using sulfonyl chloride methodology.

De Jong, R., Rijkers, D. T. S., and Liskamp, R. M. J. (2002) Automated solid-phase synthesis and structural investigation of /3-peptidosulfonamides and /3-peptidosulfonamide//J-peptide hybrids /J-peptidosulfonamide and /3-peptide foldamers are two of a different kind. Helv. Chim. Acta 85,4230 1243. 

Using the solid-phase strategy also libraries of other biopolymer mimetics have become accessible, for example, oligoureas, oligo-sulfones, peptidosulfonamides, [14] peptido-phosphoramidates, and peptoids (Scheme 2). 

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