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Unmasking latent thioesters under hydrophobic-compatible conditions
Journal of Peptide Science  (IF1.905),  Pub Date : 2021-06-13, DOI: 10.1002/psc.3358
Wade S. Perkins, Ryan T. Davison, Gregory B. Shelkey, Vernon E. Lawson, Grace E. Hutton, Justin S. Miller

Hydrophobic latent C-terminal thioesters were converted into thioesters, and were also coupled with cysteine in one-pot reactions, using conditions generally compatible with hydrophobic materials. The reaction conditions (ethanethiol and triethylamine in a mixture of DMF and THF) are compatible with acid-labile protecting groups (Boc/t-Bu) that are standard in Fmoc peptide synthesis.