Solid-Phase Synthesis of Core 8O-Glycan-Linked MUC5AC Glycopeptide | Zendy

Makoto Maemura | Zendy; Atsushi Ohgaki | Zendy; Yuko Nakahara | Zendy; Hironobu Hojo | Zendy; Yoshiaki Nakahara | Zendy

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Solid-Phase Synthesis of Core 8O-Glycan-Linked MUC5AC Glycopeptide

Author(s) -

Makoto Maemura,

Atsushi Ohgaki,

Yuko Nakahara,

Hironobu Hojo,

Yoshiaki Nakahara

Publication year - 2005

Publication title -

bioscience biotechnology and biochemistry

Language(s) - Uncategorized

Resource type - Journals

SCImago Journal Rank - 0.509

H-Index - 116

eISSN - 1347-6947

pISSN - 0916-8451

DOI - 10.1271/bbb.69.1575

Subject(s) - glycopeptide , glycan , glycosyl , chemistry , solid phase synthesis , reagent , combinatorial chemistry , peptide , stereochemistry , biochemistry , glycoprotein , organic chemistry , antibiotics

The benzyl-protected disaccharide building blocks of core 8 O-glycan (15a/15b) for glycopeptide were stereoselectively synthesized by two glycosidation reactions with the glycosyl fluoride method. The building blocks were utilized in the solid-phase synthesis of a glycopeptide carrying two O-glycans with the consensus sequence of the tandem-repeat domain of MUC5AC. The synthetic glycopeptide was detached from the resin with reagent K, and subsequent debenzylation under conditions of low-acidity TfOH afforded glycopeptide 2. The synthetic sample will be used as a suitable standard in studies of the physicochemical or immunochemical characterization of mucin glycoforms.

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