Synthesis of the matriglycan hexasaccharide, -3Xylα1-3GlcAβ1-trimer and its interaction with laminin†
a
Kota
Kotera,
b
Ryota
Ito,
c
Shiho
Ohno,
c
Noriyoshi
Manabe,
c
Yoshiki
Yamaguchi
*c
and
Jun-ichi
Tamura
*ab
Abstract
Matriglycan, a polysaccharide that is a pivotal part of the core M3 O-mannosyl glycan composed of the repeating disaccharide -3Xylα1-3GlcAβ1-, interacts with laminin to stabilize muscle tissue. We herein report the synthesis of matriglycan-repeating hexasaccharides equipped with an alkyne linker to form glycoconjugates. The key step in the formation of an α-linked xylosyl glycoside was resolved by solvent-specific separation from an anomeric mixture. Successful glycan elongation was regio- and stereoselectively performed to obtain (-3Xylα1-3GlcAβ1)3-O(C2H4O)3CH2C![[triple bond, length as m-dash]](https://www.rsc.org/images/entities/char_e002.gif)
CH and the biotin conjugate. We also investigated interactions between matriglycan hexasaccharides and laminin-G-like domains 4 and 5 of laminin-α2 using saturation transfer difference-NMR. The dissociation constant obtained from bio-layer interferometry was estimated to be 7.5 × 10−8 M. These results indicate that a chemical approach may be applied to the reconstruction of muscle tissue.
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