Functionalising the azobenzene motif delivers a light-responsive membrane-interactive compound with the potential for photodynamic therapy applications

Theodore J. Hester; Sarah R. Dennison; Matthew J. Baker; Timothy J. Snape

doi:10.1039/c5ob00465a

Functionalising the azobenzene motif delivers a light-responsive membrane-interactive compound with the potential for photodynamic therapy applications

Theodore J. Hester, Sarah R. Dennison, Matthew J. Baker, Timothy J. Snape^*

^*Corresponding author for this work

Pure And Applied Chemistry

Research output: Contribution to journal › Article › peer-review

16 Citations (Scopus)

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Abstract

When adorned with n-octyl chains azobenzene is able to disrupt a variety of calcein-loaded phospholipid liposomes. The levels of lysis observed are dependent both on the lipid headgroup and the conformation of the azobenzene compound. In all cases studied, it has been shown that the cis-conformer is more membrane-interactive than the trans-conformer, suggesting that this class of molecule could be optimised for photo-dynamic therapy applications against infectious pathogens.

Original language	English
Pages (from-to)	8067-8070
Number of pages	4
Journal	Organic and Biomolecular Chemistry
Volume	13
Issue number	29
Early online date	2 Jul 2015
DOIs	https://doi.org/10.1039/c5ob00465a
Publication status	Published - 7 Aug 2015

Keywords

phospholipid liposomes
infectious pathogens
azobenzene

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10.1039/c5ob00465a

Hester-etal-OBC-2015-Functionalising-the-azobenzene-motif-delivers-a-light-responsive-membrane-interactive-compound-with-the-potentialFinal published version, 361 KBLicence: CC BY 4.0

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title = "Functionalising the azobenzene motif delivers a light-responsive membrane-interactive compound with the potential for photodynamic therapy applications",

abstract = "When adorned with n-octyl chains azobenzene is able to disrupt a variety of calcein-loaded phospholipid liposomes. The levels of lysis observed are dependent both on the lipid headgroup and the conformation of the azobenzene compound. In all cases studied, it has been shown that the cis-conformer is more membrane-interactive than the trans-conformer, suggesting that this class of molecule could be optimised for photo-dynamic therapy applications against infectious pathogens.",

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Functionalising the azobenzene motif delivers a light-responsive membrane-interactive compound with the potential for photodynamic therapy applications. / Hester, Theodore J.; Dennison, Sarah R.; Baker, Matthew J. et al.
In: Organic and Biomolecular Chemistry, Vol. 13, No. 29, 07.08.2015, p. 8067-8070.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Functionalising the azobenzene motif delivers a light-responsive membrane-interactive compound with the potential for photodynamic therapy applications

AU - Hester, Theodore J.

AU - Dennison, Sarah R.

AU - Baker, Matthew J.

AU - Snape, Timothy J.

PY - 2015/8/7

Y1 - 2015/8/7

N2 - When adorned with n-octyl chains azobenzene is able to disrupt a variety of calcein-loaded phospholipid liposomes. The levels of lysis observed are dependent both on the lipid headgroup and the conformation of the azobenzene compound. In all cases studied, it has been shown that the cis-conformer is more membrane-interactive than the trans-conformer, suggesting that this class of molecule could be optimised for photo-dynamic therapy applications against infectious pathogens.

AB - When adorned with n-octyl chains azobenzene is able to disrupt a variety of calcein-loaded phospholipid liposomes. The levels of lysis observed are dependent both on the lipid headgroup and the conformation of the azobenzene compound. In all cases studied, it has been shown that the cis-conformer is more membrane-interactive than the trans-conformer, suggesting that this class of molecule could be optimised for photo-dynamic therapy applications against infectious pathogens.

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KW - infectious pathogens

KW - azobenzene

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U2 - 10.1039/c5ob00465a

DO - 10.1039/c5ob00465a

M3 - Article

AN - SCOPUS:84937127646

SN - 1477-0520

VL - 13

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JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 29

ER -

Functionalising the azobenzene motif delivers a light-responsive membrane-interactive compound with the potential for photodynamic therapy applications

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