A facile strategy to prevent trifluoroacetylation of N-terminal proline peptides |
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Authors: | Christian HaaseMatthew F. Burton Stijn M. AgtenLuc Brunsveld |
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Affiliation: | Laboratory of Chemical Biology, Department of Biomedical Engineering, Eindhoven University of Technology, Den Dolech 2, 5612AZ Eindhoven, The Netherlands |
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Abstract: | Unwanted trifluoroacetylation occurred at the N-terminus of prolinyl peptides during detachment from the solid phase. This was observed when the N-α-Fmoc protecting group had been removed prior to the final TFA treatment. Subtly changing the SPPS protocol and incorporating Boc- in place of the Fmoc-protected proline as the N-terminal building block efficiently suppressed this side reaction. |
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Keywords: | Solid-phase peptide synthesis N-terminal proline Modification Trifluoroacetylation |
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