Issue 45, 2011
From the journal:

Chemical Communications

Unexpected structure of a C. difficiletoxin A ligand necessitates an annotation correction in a popular screening library†

Ping Zhang,ab   Nahid Razi,c   Luiz Eugenio,b   Messele Fentabil,d   Elena N. Kitova,d   John S. Klassen,d   David R. Bundle,d   Kenneth K.-S. Ng*b  and  Chang-Chun Ling*a  

* Corresponding authors

a Department of Chemistry, Alberta Ingenuity Centre for Carbohydrate Science, University of Calgary, Calgary AB T2N1N4, Canada
E-mail: ccling@ucalgary.ca
Fax: 403-289-9488
Tel: 403-220-2768

b Department of Biological Sciences, Alberta Ingenuity Centre for Carbohydrate Science, University of Calgary, Calgary AB T2N1N4, Canada
E-mail: ngk@ucalgary.ca
Fax: 403-289-9311
Tel: 403-220-4320

c Department of Chemical Physiology, The Scripps Research Institute, La Jolla, USA

d Department of Chemistry, Alberta Ingenuity Centre for Carbohydrate Science, University of Alberta, Edmonton AB T6G2G2, Canada

Abstract

The structure of the pentasaccharide S259-1 in the Consortium for Functional Glycomics was investigated using a variety of techniques. Surprisingly, the structure differs from the structure assumed from the previously established specificity of the human fucosyltransferase FUT-III used in the last step of chemoenzymatic synthesis. When presented with a tetrasaccharide substrate containing both type I and type II disaccharide moieties, the enzyme generates a pentasaccharide in which the type II moiety is preferentially fucosylated. The unexpected product generated by FUT-III in this case highlights the importance of performing detailed structural analysis on products generated by enzymes.

Graphical abstract: Unexpected structure of a C. difficiletoxin A ligand necessitates an annotation correction in a popular screening library

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C1CC15344G
Article type
Communication
Submitted
27 Aug 2011
Accepted
27 Sep 2011
First published
21 Oct 2011

Chem. Commun., 2011,47, 12397-12399

Permissions

Request permissions

Unexpected structure of a C. difficiletoxin A ligand necessitates an annotation correction in a popular screening library

P. Zhang, N. Razi, L. Eugenio, M. Fentabil, E. N. Kitova, J. S. Klassen, D. R. Bundle, K. K.-S. Ng and C. Ling, Chem. Commun., 2011, 47, 12397 DOI: 10.1039/C1CC15344G

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements