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Synthesis of Glycopeptide-thioesters

Recently, another cysteine-free ligation strategy has been reported for the synthesis of glycopeptides. The method, dubbed sugar assisted ligation (SAL), utilizes a peptide thioester and a glycopeptide in which the carbohydrate is derivatized with a thiol auxiliary at the C-2 acetamide [52,53]. The proposed mechanism of this ligation, depicted in Scheme 7, involves... [Pg.1803]

Scheme 2. Ellmans sulfonamide linker allowed the (DIPEA, N-ethyl-N,N-diisopropylamine DTT, synthesis of the acid- and base-labile glycopeptide dithiothreitol EDT, ethanedithiol GnHCI, thioester 6, which was used for the Native guanidinium hydrochloride NMP, N-methyl-... Scheme 2. Ellmans sulfonamide linker allowed the (DIPEA, N-ethyl-N,N-diisopropylamine DTT, synthesis of the acid- and base-labile glycopeptide dithiothreitol EDT, ethanedithiol GnHCI, thioester 6, which was used for the Native guanidinium hydrochloride NMP, N-methyl-...
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Convergent Methods for the Synthesis of Glycopeptide-Thioesters

Glycopeptide

Glycopeptide thioesters

Glycopeptides

Synthesis of glycopeptides

Thioester

Thioesters, synthesis

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