Issue 3, 2004
From the journal:

Organic & Biomolecular Chemistry

Synthesis and bio-assay of RCM-derived Bowman–Birk inhibitor analogues†

Steven M. Miles,a   Robin J. Leatherbarrow,*a   Stephen P. Marsdenb  and  William J. Coatesc  

* Corresponding authors

a Department of Chemistry, Imperial College London, South Kensington Campus, London, UK

b School of Chemistry, University of Leeds, Leeds, UK

c GlaxoSmithKline, Third Avenue, Harlow, Essex, UK

Abstract

Bowman–Birk inhibitor analogues containing 2, 3 and 4-carbon analogues of the natural disulfide were synthesised via solid phase microwave-assisted RCM and found to have Ki values against chymotrypsin in the low to sub-micromolar range, the best replacement for the disulfide arising from the linkage by RCM of two L-homoallylglycine residues.

Graphical abstract: Synthesis and bio-assay of RCM-derived Bowman–Birk inhibitor analogues

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/B312908J
Article type
Communication
Submitted
15 Oct 2003
Accepted
16 Dec 2003
First published
24 Dec 2003

Org. Biomol. Chem., 2004,2, 281-283

Permissions

Request permissions

Synthesis and bio-assay of RCM-derived Bowman–Birk inhibitor analogues

S. M. Miles, R. J. Leatherbarrow, S. P. Marsden and W. J. Coates, Org. Biomol. Chem., 2004, 2, 281 DOI: 10.1039/B312908J

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