Synthesis of the β-1,3-glucan, laminarahexaose: NMR and conformational studies

Novel sulfation of curdlan assisted by ultrasonication

“…The residual water signal can be seen at around 3.35 ppm for all samples. The proton signal that appears at 4.50 ppm (see also Table 2) is ascribed to the anomeric H1 chemical shift [21,22]. Similar signals were recorded for the spectra of sulfated curdlan (0 360 and 360 360), an outcome that confirms that the modified species remain in (1 → 3)-␤ conformation.…”

Synthesis of Laminarin Fragments and Evaluation of a β-(1,3) Glucan Hexasaccaride-CRM197Conjugate as Vaccine Candidate againstCandida albicans

“…[28] The problem was circumvented by the authors replacing the benzoyl group, which failed to provide neighboring group participation with a 4-acethoxy-2,2-dimethylbutanoate ester.…”

“…[15,24,28] Deprotection of 14 by methanolysis and subsequent hydrogenation on 10% Pd-C uneventfully afforded compound 2.…”

“…The preparation of 17b was accomplished through a more straightforward reaction scheme as compared to the preparation of a similar trichloroacetimidate donor from ethylthio-2-O-benzoyl-4,6-di-O-benzylidene-6-O-tertbutyldimethylsylil-β-D-glucopyranoside recently described by Mo et al [28] Conversion to trichloroacetimidate in their case was achieved by hydrolysis of the thioethyl group accompanied by migration of the benzoyl ester to the anomeric position, which needed a further step to rearrange the product to the desired l-hydroxyl derivative before final conversion into the desired trichloroacetimidate.…”

Automated glycan assembly of branched β-(1,3)-glucans to identify antibody epitopes

“…[23][24][25][26] Convergent strategies limit the variability of accessible glucans regarding chain length, as well as position, number and length of branches. Utilizing an iterative automated solid-phase approach, we recently synthesized a linear b-(1,3)-glucan dodecasaccharide.…”