Ultrafast Photoprotecting Sunscreens in Natural Plants

被引:97
作者
Baker, Lewis A. [1 ,2 ]
Horbury, Michael D. [1 ]
Greenough, Simon E. [1 ]
Allais, Florent [3 ,4 ,5 ]
Walsh, Patrick S. [6 ]
Habershon, Scott [1 ,2 ]
Stavros, Vasilios G. [1 ]
机构
[1] Univ Warwick, Dept Chem, Coventry CV4 7AL, W Midlands, England
[2] Univ Warwick, Ctr Comp Sci, Coventry CV4 7AL, W Midlands, England
[3] AgroParisTech, Chaire AgroBiotechnol Ind ABI, F-51100 Reims, France
[4] INRA, AgroParisTech, UMR GMPA, F-78850 Thiverval Grignon, France
[5] INRA, AgroParisTech, UMR IJPB, F-78026 Versailles, France
[6] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA
来源
JOURNAL OF PHYSICAL CHEMISTRY LETTERS | 2016年 / 7卷 / 01期
基金
英国工程与自然科学研究理事会;
关键词
PHOTOACTIVE YELLOW PROTEIN; STATE DYNAMICS; CHROMOPHORE; RADIATION; ACID; PHOTOISOMERIZATION; ACCUMULATION; SPECTROSCOPY; OXYBENZONE; RESOLUTION;
D O I
10.1021/acs.jpclett.5b02474
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
We explore the ultrafast photoprotective properties of a series of sinapic acid derivatives in a range of solvents, utilizing femtosecond transient electronic absorption spectroscopy. We find that a primary relaxation mechanism displayed by the plant sunscreen sinapoyl malate and other related molecular species may be understood as a multistep process involving internal conversion of the initially photoexcited 1(1) pi pi* state along a trans-cis photoisomerization coordinate, leading to the repopulation of the original trans ground-state isomer or the formation of a stable cis isomer.
引用
收藏
页码:56 / 61
页数:6
相关论文
共 44 条
  • [1] Straightforward Total Synthesis of 2-O-Feruloyl-L-malate, 2-O-Sinapoyl-L-malate and 2-O-5-Hydroxyferuloyl-L-malate
    Allais, Florent
    Martinet, Sophie
    Ducrot, Paul-Henri
    [J]. SYNTHESIS-STUTTGART, 2009, (21): : 3571 - 3578
  • [2] Probing the Ultrafast Energy Dissipation Mechanism of the Sunscreen Oxybenzone after UVA Irradiation
    Baker, Lewis A.
    Horbury, Michael D.
    Greenough, Simon E.
    Coulter, Philip M.
    Karsili, Tolga N. V.
    Roberts, Gareth M.
    Orr-Ewing, Andrew J.
    Ashfold, Michael N. R.
    Stavros, Vasilios G.
    [J]. JOURNAL OF PHYSICAL CHEMISTRY LETTERS, 2015, 6 (08): : 1363 - 1368
  • [3] An Arabidopsis mutant tolerant to lethal ultraviolet-B levels shows constitutively elevated accumulation of flavonoids and other phenolics
    Bieza, K
    Lois, R
    [J]. PLANT PHYSIOLOGY, 2001, 126 (03) : 1105 - 1115
  • [4] Terrestrial ecosystems, increased solar ultraviolet radiation, and interactions with bother climate change factors
    Caldwell, M. M.
    Bornman, J. F.
    Ballare, C. L.
    Flint, S. D.
    Kulandaivelu, G.
    [J]. PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 2007, 6 (03) : 252 - 266
  • [5] SUBPICOSECOND RESOLUTION STUDIES OF SOLVATION DYNAMICS IN POLAR APROTIC AND ALCOHOL SOLVENTS
    CASTNER, EW
    MARONCELLI, M
    FLEMING, GR
    [J]. JOURNAL OF CHEMICAL PHYSICS, 1987, 86 (03) : 1090 - 1097
  • [6] AN ARABIDOPSIS MUTANT DEFECTIVE IN THE GENERAL PHENYLPROPANOID PATHWAY
    CHAPPLE, CCS
    VOGT, T
    ELLIS, BE
    SOMERVILLE, CR
    [J]. PLANT CELL, 1992, 4 (11) : 1413 - 1424
  • [7] Time-resolved photoelectron imaging of the isolated deprotonated nucleotides
    Chatterley, Adam S.
    West, Christopher W.
    Stavros, Vasilios G.
    Verlet, Jan R. R.
    [J]. CHEMICAL SCIENCE, 2014, 5 (10) : 3963 - 3975
  • [8] Hydroxyl radical-scavenging effects of spices and scavengers from brown mustard (Brassica nigra)
    Chung, SK
    Osawa, T
    Kawakishi, S
    [J]. BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1997, 61 (01) : 118 - 123
  • [9] High-resolution spectroscopy of methyl 4-hydroxycinnamate and its hydrogen-bonded water complex
    de Groot, Mattijs
    Gromov, Evgeniy V.
    Koeppel, Horst
    Buma, Wybren Jan
    [J]. JOURNAL OF PHYSICAL CHEMISTRY B, 2008, 112 (14) : 4427 - 4434
  • [10] Plant Sunscreens in the UV-B: Ultraviolet Spectroscopy of Jet-Cooled Sinapoyl Malate, Sinapic Acid, and Sinapate Ester Derivatives
    Dean, Jacob C.
    Kusaka, Ryoji
    Walsh, Patrick S.
    Allais, Florent
    Zwier, Timothy S.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (42) : 14780 - 14795