The synthesis and applications of water-soluble scaffolds that conformationally constrain side chain unprotected linear peptides containing two cysteines are described. These scaffolds contain a functionality with orthogonal reactivity to be used for labeling and ligation. This is illustrated by the chemical ligation of two dissimilar constrained peptides via oxime ligation or strain-promoted azide–alkyne cycloaddition in aqueous media.
[Woll, Matthew G.; Hadley, Erik B.; Mecozzi, Sandro; Gellman, Samuel H. Journal of the American Chemical Society, 2006 , vol. 128, # 50 p. 15932 - 15933]
