A Chemoenzymatic Route to Conjugatable β(1→3)-Glucan Oligosaccharides*

Emilie Montel; Maria Hrmova; Geoffrey B. Fincher; Hugues Driguez; Sylvain Cottaz

doi:10.1071/CH08517

RESEARCH FRONT

Previous Next Contents Vol 62(6)

A Chemoenzymatic Route to Conjugatable β(1→3)-Glucan Oligosaccharides*

Emilie Montel ^A , Maria Hrmova ^B , Geoffrey B. Fincher ^B , Hugues Driguez ^A and Sylvain Cottaz ^A ^C

+ Author Affiliations

- Author Affiliations

^A Centre de Recherches sur les Macromolécules Végétales (CERMAV-CNRS)^#, BP 53, 38041 Grenoble Cedex 9, France.

^B School of Agriculture, Food and Wine, Australian Centre for Plant Functional Genomics, University of Adelaide, Waite Campus, Glen Osmond, SA 5064, Australia.

^C Corresponding author. Email: cottaz@cermav.cnrs.fr

Australian Journal of Chemistry 62(6) 575-584 https://doi.org/10.1071/CH08517
Submitted: 26 November 2008 Accepted: 6 March 2009 Published: 10 June 2009

Abstract

3^II-O-Allyl-α-laminaribiosyl fluoride was prepared as a key synthon for the enzymatic synthesis of β(1→3)-glucan oligosaccharides, catalyzed by a mutated β(1→3)-glucanase (E231G) from barley (Hordeum vulgare L.). A strategy was developed for enzymatic elongation of the β(1→3)-glucan chain from the reducing end, using a single glucoside acceptor. When β-glucoside phenyl disulfide was used as the acceptor, this methodology generated laminari-oligosaccharides conjugatable at both their reducing and non-reducing ends.

^* Dedicated to Professor Robert V. Stick on the occasion of his retirement.

^# Affiliated with Université Joseph Fourier, and member of the Institut de Chimie Moléculaire de Grenoble.

Acknowledgement

We thank Cargill France SAS Co. (formerly known as Degussa Texturant Systems France SAS) for a kind gift of scleroglucan.

References

A Chemoenzymatic Route to Conjugatable β(1→3)-Glucan Oligosaccharides*

Abstract

Acknowledgement

Subscriber Login