Issue 8, 2018

Investigating isomer specific photoprotection in a model plant sunscreen

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

Supplementary files

Article information

Article type
Communication
Submitted
24 Nov 2017
Accepted
29 Dec 2017
First published
02 Jan 2018
This article is Open Access
Creative Commons BY license

Chem. Commun., 2018,54, 936-939

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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