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.

doi:10.1002/bip.23014

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.

Authors

H.L. Bolt

C.E.J. Williams

R.V. Brooks

R.N. Zuckermann

Professor Steven Cobb s.l.cobb@durham.ac.uk
Professor

Professor Elizabeth Bromley e.h.c.bromley@durham.ac.uk
Professor

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

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Copyright Statement
This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution andreproduction in any medium, provided the original work is properly cited. © 2017 The Authors