Improved Synthesis of C-Terminal Peptide Thioesters on “Safety-Catch” Resins Using LiBr/THF
- 7 September 2001
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 3 (20) , 3181-3184
- https://doi.org/10.1021/ol016492h
Abstract
[reaction: see text] The alkanesulfonamide "safety-catch" resin has proven useful for Fmoc-based synthesis of C-terminal peptide thioesters. We now report that the yield of isolated thioester can increase significantly when the cleavage reaction is carried out in 2 M LiBr/THF rather than DMF or THF. The largest effects are seen with problematic peptides that aggregate or form secondary structures on the resin.Keywords
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