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Solid-phase synthesis of serglycin glycopeptides on a new allyl ester linker

✍ Scribed by Yuko Nakahara; Sumie Ando; Masaki Itakura; Naomi Kumabe; Hironobu Hojo; Yukishige Ito; Yoshiaki Nakahara

Publisher: Elsevier Science
Year: 2000
Tongue: French
Weight: 172 KB
Volume: 41
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)01083-2

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✦ Synopsis

t-Butyl 6-bromo-(E)-4-hexenoate was used as a handle for the solid-phase synthesis of glycopeptides. The handle was ®rst conjugated with Fmoc amino acids to form the allyl esters, which were then attached to the Sieber amide resin via acidic cleavage of the t-butyl esters followed by activation of the liberated carboxylic acids. Solid-phase synthesis was demonstrated for the glycopeptide oligomers modeled after glycosyl Ser-Gly repeating sequence of proteoglycan.

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