Log D versus HPLC derived hydrophobicity: The development of predictive tools to aid in the rational design of bioactive peptoids

Bolt, H.L.; Williams, C.E.J.; Brooks, R.V.; Zuckermann, R.N.; Cobb, S.L.; Bromley, E.H.C.

Abstract

Hydrophobicity has proven to be an extremely useful parameter in small molecule drug discovery programmes given that it can be used as a predictive tool to enable rational design. For larger molecules, including peptoids, where folding is possible, the situation is more complicated and the average hydrophobicity (as determined by RP-HPLC retention time) may not always provide an effective predictive tool for rational design. Herein, we report the first ever application of partitioning experiments to determine the log D values for a series of peptoids. By comparing log D and average hydrophobicities we highlight the potential advantage of employing the former as a predictive tool in the rational design of biologically active peptoids. This article is protected by copyright.

Citation

Bolt, H., Williams, C., Brooks, R., Zuckermann, R., Cobb, S., & Bromley, E. (2017). Log D versus HPLC derived hydrophobicity: The development of predictive tools to aid in the rational design of bioactive peptoids. Biopolymers, 108(4), Article e23014. https://doi.org/10.1002/bip.23014

• Journal Article Type: Article
• Acceptance Date: Jan 9, 2017
• Online Publication Date: Jun 24, 2017
• Publication Date: Jan 13, 2017
• Deposit Date: Mar 22, 2017
• Publicly Available Date: Mar 28, 2017
• Journal: Biopolymers
• Print ISSN: 0006-3525
• Electronic ISSN: 1097-0282
• Publisher: Wiley
• Peer Reviewed: Peer Reviewed
• Volume: 108
• Issue: 4
• Article Number: e23014
• DOI: https://doi.org/10.1002/bip.23014
• Public URL: https://durham-repository.worktribe.com/output/1361653