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Synthetic Approach Toward the Partial Sequences of Betaglycan in the Linkage Region on Solid Support and in Solution Phase
Authors:Jun‐ichi Tamura  Akihiro Yamaguchi  Junko Tanaka  Yuko Nishimura
Institution:1. Department of Environmental Sciences, Faculty of Regional Sciences , Tottori University , Tottori, 680‐8551, Japan jtamura@rstu.jp;3. Department of Environmental Sciences, Faculty of Regional Sciences , Tottori University , Tottori, 680‐8551, Japan
Abstract:

We have synthesized, for the first time, the partial sequence of the betaglycan composed of the tetraosyl hexapeptide, which was directly usable as a probe for enzymatic glycosyl transfer. Stepwise elongation afforded the corresponding tetraosyl trichloroacetimidate. The common glycosyl dipeptide:β‐d‐GlcA‐(1→3)‐β‐d‐Gal‐(1→3)‐β‐d‐Gal‐(1→4)‐β‐d‐Xyl‐(1→O)‐Ser‐Gly] was synthesized by glycosylation of the corresponding tetraosyl trichloroacetimidate and Ser‐Gly moiety. The glycosyl dipeptide was coupled with other core peptide parts in solution phase and on a solid support. These glycosyl hexapeptides were then transformed into the desired target compounds.
Keywords:Proteoglycan  Glycosaminoglycan  Betaglycan  Heparin  Heparan sulfate
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