Glycosynthase-Assisted Synthesis of Some Glycosylated scyllo-Inositols

Adrian Scaffidi; Robert V. Stick

doi:10.1071/CH06393

RESEARCH ARTICLE

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Glycosynthase-Assisted Synthesis of Some Glycosylated scyllo-Inositols

Adrian Scaffidi ^A and Robert V. Stick ^A ^B

+ Author Affiliations

- Author Affiliations

^A Chemistry M313, School of Biomedical, Biomolecular and Chemical Sciences, University of Western Australia, Crawley WA 6009, Australia.

^B Corresponding author. Email: rvs@chem.uwa.edu.au

Australian Journal of Chemistry 59(12) 894-898 https://doi.org/10.1071/CH06393
Submitted: 25 October 2006 Accepted: 9 November 2006 Published: 20 December 2006

Abstract

Three derivatives of scyllo-inositol, a 4-nitrophenyl ether, a benzyl ether, and an ester of 4-toluenesulfonic acid, have been treated with α-d-galactopyranosyl fluoride and a glycosynthase to give the corresponding mono-glycosylated inositols. In one instance, a similar treatment with α-d-glucopyranosyl fluoride gave a mono- and a di-glycosylated inositol.

Acknowledgments

We thank Steve Withers for the generous supply of a range of glycosynthases, without which this work would not have been possible, and Keith Stubbs for suggesting an inositol as an acceptor.

References

Glycosynthase-Assisted Synthesis of Some Glycosylated scyllo-Inositols

Abstract

Acknowledgments

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