Synthesis and biological evaluation of pyrophosphate mimics of thiamine pyrophosphate based on a triazole scaffold

Karl M. Erixon; Chester L. Dabalos; Finian J. Leeper

doi:10.1039/B806580B

This website uses cookies to give you the best user experience. If you continue without changing your settings we'll assume you are happy to receive all RSC cookies. You can change your cookie settings by navigating to our Privacy and Cookies page and following the instructions. These instructions are also obtainable from the privacy link at the bottom of any RSC page.

skip RSC | ChemSpider | Feedback

Home > Journals > Organic & Biomolecular ... > Synthesis and biologica...

For Authors & Referees | For Librarians | For Members

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Organic & Biomolecular Chemistry

Issue 19, 2008

The international home of synthetic, physical and biomolecular organic chemistry.

Impact Factor 3.696 48 Issues per Year Indexed in MEDLINE

Journal Home

Previous Article | Next Article

Paper

Synthesis and biological evaluation of pyrophosphate mimics of thiamine pyrophosphate based on a triazole scaffold

Karl M. Erixon,^a Chester L. Dabalos^a and Finian J. Leeper*^a

Show Affiliations

Hide Affiliations

Corresponding authors

Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, UK
E-mail: fjl1@cam.ac.uk ;
Fax: +44 1233 336362 ;
Tel: +44 1223 336493

Org. Biomol. Chem., 2008,6, 3561-3572

DOI: 10.1039/B806580B
Received 21 Apr 2008, Accepted 09 Jun 2008
First published online 11 Jul 2008

Please wait while Download options loads

Download Citation

Request Permissions

Abstract
Cited by
Compounds
Related Content

Novel triazole-based pyrophosphate analogues of thiamine pyrophosphate (TPP) have been synthesised and tested for inhibition of pyruvate decarboxylase (PDC) from Zymomonas mobilis. The thiazolium ring of thiamine was replaced by a triazole in an efficient two-step procedure. Pyrophosphorylation then gave extremely potent triazole inhibitors with K_I values down to 20 pM, compared to a K_D value of 0.35 μM for TPP. This triazole scaffold was used for further investigation and six analogues containing mimics of the pyrophosphate group were synthesised and tested for inhibition of PDC. Several effective analogues were found with K_I values down to around 1 nM.

This may take some time to load.

Organic & Biomolecular Chemistry - Information Point

About this Journal

People and Contacts

Submit to this Journal

Editorial Board

Authors and Referees

Subscription Information

Follow Journal | |

Related Patents

View patents from SureChem

Terms & Conditions|Privacy and Cookies |Accessibility|ACAP Enabled

Organic & Biomolecular Chemistry

Synthesis and biological evaluation of pyrophosphate mimics of thiamine pyrophosphate based on a triazole scaffold

Log in (Free Access)

Log in (Subscriber Access)

Search Articles By

Related Patents

Organic & Biomolecular Chemistry

Synthesis and biological evaluation of pyrophosphate mimics of thiamine pyrophosphate based on a triazole scaffold

This text is added as a work around for heading error in Accessibility testing

Log in (Free Access)

Log in (Subscriber Access)

Search Articles By

Related Patents