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Separating the wheat from the chaff: A cyclization–thiolysis sequence adds a new property to sulfonamide safety-catch resins. Activation of the sulfonamide is used to introduce a carboxy group for subsequent macrocyclization. Truncation products are noncyclic and hence washed away following thiolytic ring opening. Only the full-length peptide thioesters are detached, usually in pure form, in the final step.
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Oliver Seitz (2007) studied this question.
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