Journal of the American Chemical Society 2005-12-14

Protease-mediated ligation of abiotic oligomers.

Barney Yoo, Kent Kirshenbaum

Index: J. Am. Chem. Soc. 127(49) , 17132-3, (2005)

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Abstract

We demonstrate that proteases can catalyze the ligation of peptidomimetic oligomers. The enzyme clostripain was used to facilitate the native ligation of N-substituted glycine oligomers, or peptoids. In addition to mediating the efficient condensation of two peptoid fragments, iterative ligation events were also performed, giving rise to concatenation products with molecular weights up to 20 kDa. Efficient ligation of peptoid foldamers may enable the chemical synthesis of biomimetic macromolecules capable of forming complex tertiary structures.