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Issue 8, 2018
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Investigating isomer specific photoprotection in a model plant sunscreen

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Abstract

Sinapate esters are used throughout the plant kingdom, for example in photoprotection from ultraviolet radiation. Sinapate esters are naturally produced in their E-isomeric form; however, upon exposure to ultraviolet radiation, photoisomerization drives Z-isomer formation. To elucidate the photoprotection capacity of E vs. Z forms of sinapate esters, we explore the photochemistry of the model system, Z-ethyl sinapate. Following a novel Z-ethyl sinapate synthesis, we demonstrate that photoprotection is isomer independent. This suggests that, regarding photoprotection, there were no evolutionary pressures for biosynthesis of either isomer.

Graphical abstract: Investigating isomer specific photoprotection in a model plant sunscreen

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Supplementary files

Article information


Submitted
24 Nov 2017
Accepted
29 Dec 2017
First published
02 Jan 2018

This article is Open Access

Chem. Commun., 2018,54, 936-939
Article type
Communication

Investigating isomer specific photoprotection in a model plant sunscreen

M. D. Horbury, A. L. Flourat, S. E. Greenough, F. Allais and V. G. Stavros, Chem. Commun., 2018, 54, 936
DOI: 10.1039/C7CC09061G

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