UCL Discovery
UCL home » Library Services » Electronic resources » UCL Discovery

Expanding the scope of N → S acyl transfer in native peptide sequences

Cowper, B; Shariff, L; Chen, W; Gibson, SM; Di, WL; Macmillan, D; (2015) Expanding the scope of N → S acyl transfer in native peptide sequences. Organic & Biomolecular Chemistry , 13 (27) pp. 7469-7476. 10.1039/c5ob01029b. Green open access

[thumbnail of RSC accepted article manuscript.pdf]
Preview
Text
RSC accepted article manuscript.pdf

Download (903kB) | Preview

Abstract

Understanding the factors that influence N → S acyl transfer in native peptide sequences, and discovery of new reagents that facilitate it, will be key to expanding its scope and applicability. Here, through a study of short model peptides in thioester formation and cyclisation reactions, we demonstrate that a wider variety of Xaa-Cys motifs than originally envisaged are capable of undergoing efficient N → S acyl transfer. We present data for the relative rates of thioester formation and cyclisation for a representative set of amino acids, and show how this expanded scope can be applied to the production of the natural protease inhibitor Sunflower Trypsin Inhibitor-1 (SFTI-1).

Type: Article
Title: Expanding the scope of N → S acyl transfer in native peptide sequences
Location: England
Open access status: An open access version is available from UCL Discovery
DOI: 10.1039/c5ob01029b
Publisher version: http://dx.doi.org/10.1039/c5ob01029b
Language: English
UCL classification: UCL
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Population Health Sciences > UCL GOS Institute of Child Health
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Population Health Sciences > UCL GOS Institute of Child Health > Infection, Immunity and Inflammation Dept
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
URI: https://discovery.ucl.ac.uk/id/eprint/1470992
Downloads since deposit
197Downloads
Download activity - last month
Download activity - last 12 months
Downloads by country - last 12 months

Archive Staff Only

View Item View Item