Native Chemical Ligation at Valine

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Abstract

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Peptide ligation at hydrophobic sites is possible with a ligation–desulfurization strategy in which penicillamine serves as a precursor of valine. The β,β-dimethylcysteine peptides reacted surprisingly fast in native chemical ligation reactions. Even the sterically crowded and unpolar Leu–Val bond can be formed in high yield.

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