4.8 Article

Improved synthesis of C-terminal peptide thioesters on safety-catch resins using LiBr/THF

Journal

ORGANIC LETTERS
Volume 3, Issue 20, Pages 3181-3184

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol016492h

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GRAPHICS 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 THE The largest effects are seen with problematic peptides that aggregate or form secondary structures on the resin.

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