4.7 Article

An investigation into the origin of the dramatically reduced reactivity of peptide-prolyl-thioesters in native chemical ligation

Journal

CHEMICAL COMMUNICATIONS
Volume 47, Issue 8, Pages 2342-2344

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c0cc04120c

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Funding

  1. Department of Energy [DE-FG02-04ER63786]

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The low reactivity of peptide-prolyl-thioesters in native chemical ligation is not due to steric effects at the beta-carbon, but rather to the presence of a carbonyl moiety on the nitrogen atom of the proline.

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