Boosting Crop Growth using Natural Product and Synthesis Enabled Solar Harvesting

Deliverables

Documents, reports (7)

Synthesis (preliminary results)

Preliminary data pertaining to synthesis and production of a range of SM, DPP and PhyC analogues, all in >100 mg quantities (D1.1).

Spectroscopy (preliminary results)

Preliminary results pertaining to the spectroscopy

Model for nonadiabatic relaxation of prototypical SMs/DPPs/PhyCs in the complex environment (water + cellulose)

Task 33 The nonadiabatic relaxation models in Task 33 will determine how the photon energy is converted into ground state vibrational energy heat and how possible chemical functionalisations will aid retention of excess vibrational energy near the cellulose wall This part of the project will require constant interaction with WP2 and WP4 AMU

Theory and computation (preliminary results)

Preliminary results pertaining to theory and computation

Synthesis and production of a range of SM, DPP and PhyC analogues, all in >100 mg quantities

A range of synthetic procedures will be developed along with established routes to produce a library of natureinspired SM DPP analogues with functional moieties positioned at various locations along the rings see Fig 2C in addition to the synthesis of oligomeric SMs APT Likewise PhyCs synthesis bacterial expression or extraction will be utilised UASILS Particular attention will be paid to ensure that these molecules are watersoluble Results obtained from WPs24 will allow us to determine structureactivity relationships and identify the key structural features responsible for the activities eg absorptionfluorescence characteristics UW photodegradation products APT BfR UAHIMS enabling further design improvements to the most promising candidates Having identified the most active candidates which correspondingly adhere best to surfaces such as cellulose and polydimethylacrylamide PDMA we will seek to optimise their synthetic pathways to provide green and industryrelevant processes eg biocatalytic pathways

Model for nonadiabatic relaxation of prototypical SMs/DPPs/PhyCs in the gas-phase

Task 32 Working in parallel with WP2 we will develop models for the nonadiabatic relaxation of the photon energy absorbed by the SMsDPPsPhyCs in the gasphase and in complex environments These calculations will be carried out through a twopronged strategy involving i static techniques for determining conical intersections excited state critical points and reaction pathways connecting them and ii nonadiabatic dynamics simulations AMU

Analysis (preliminary results)

Preliminary results pertaining to thermal imaging photostability and toxicity

Websites, patent fillings, videos etc. (1)

Website and project logo

Open Research Data Pilot (1)

Data management plan

Preparation of data management plan

Publications

Peer reviewed articles (20)

Excited-state dynamics of isolated and (micro)solvated methyl sinapate: the bright and shady sides of a natural sunscreen

Author(s): Jiayun Fan, Wim Roeterdink, Wybren Jan Buma
Published in: Molecular Physics, 119/1-2, 2021, Page(s) e1825850, ISSN 0026-8976
Publisher: Taylor & Francis
DOI: 10.1080/00268976.2020.1825850

Modeling the heating and cooling of a chromophore after photoexcitation

Author(s): Elizete Ventura, Silmar Andrade do Monte, Mariana T. do Casal, Max Pinheiro, Jr, Josene Maria Toldo and Mario Barbatti
Published in: Physical Chemistry Chemical Physics, 24, 2022, Page(s) 15604-15604, ISSN 1463-9084
Publisher: RSC
DOI: 10.1039/d2cp00686c

A systematic approach to methyl cinnamate photodynamics

Author(s): Konstantina M. Krokidi, Matthew A. P. Turner, Philip A. J. Pearcy, Vasilios G. Stavros
Published in: Molecular Physics, 119/1-2, 2021, Page(s) e1811910, ISSN 0026-8976
Publisher: Taylor & Francis
DOI: 10.1080/00268976.2020.1811910

Innovative Bio-Based Organic UV-A and Blue Light Filters from Meldrum’s Acid

Author(s): Cédric Peyrot, Matthieu M. Mention, Fanny Brunissen, Patrick Balaguer, Florent Allais
Published in: Molecules, 25/9, 2020, Page(s) 2178, ISSN 1420-3049
Publisher: Multidisciplinary Digital Publishing Institute (MDPI)
DOI: 10.3390/molecules25092178

Fewest switches surface hopping with Baeck-An couplings

Author(s): Mariana T. do Casal, Josene M. Toldo, Max Pinheiro Jr, Mario Barbatti
Published in: Open Research Europe, 1, 2021, Page(s) 49, ISSN 2732-5121
Publisher: European Commission
DOI: 10.12688/openreseurope.13624.1

Biomimetic regioselective and high-yielding Cu(I)-catalyzed dimerization of sinapate esters in green solvent CyreneTM: towards sustainable antioxidant and anti-UV ingredients

Author(s): Matthieu Mention, Amandine Lea Flourat, Cedric Peyrot, Florent Allais
Published in: Green Chemistry, 2020, ISSN 1463-9262
Publisher: Royal Society of Chemistry
DOI: 10.1039/d0gc00122h

Sustainable Synthesis of p-Hydroxycinnamic Diacids through Proline-Mediated Knoevenagel Condensation in Ethanol: An Access to Potent Phenolic UV Filters and Radical Scavengers

Author(s): Benjamin Rioux, Cédric Peyrot, Matthieu M. Mention, Fanny Brunissen, Florent Allais
Published in: Antioxidants, 9/4, 2020, Page(s) 331, ISSN 2076-3921
Publisher: MDPI
DOI: 10.3390/antiox9040331

Conservation of ultrafast photoprotective mechanisms with increasing molecular complexity in sinapoyl malate derivatives

Author(s): Lewis A. Baker, Michael Staniforth, Amandine L. Flourat, Florent Allais, Vasilios G. Stavros
Published in: ChemPhysChem, 2020, ISSN 1439-4235
Publisher: John Wiley & Sons Ltd.
DOI: 10.1002/cphc.202000429

On the origin of the shift between vertical excitation and band maximum in molecular photoabsorption

Author(s): Shuming Bai, Ritam Mansour, Ljiljana Stojanović, Josene M. Toldo, Mario Barbatti
Published in: Journal of Molecular Modeling, 26/5, 2020, Page(s) 107, ISSN 1610-2940
Publisher: Springer Verlag
DOI: 10.1007/s00894-020-04355-y

Exploring the Photochemistry of an Ethyl Sinapate Dimer: An Attempt Toward a Better Ultraviolet Filter

Author(s): Michael D. Horbury, Matthew A. P. Turner, Jack S. Peters, Matthieu Mention, Amandine L. Flourat, Nicholas D. M. Hine, Florent Allais, Vasilios G. Stavros
Published in: Frontiers in Chemistry, 8, 2020, Page(s) 633, ISSN 2296-2646
Publisher: Frontiers
DOI: 10.3389/fchem.2020.00633

Insights into the photoprotection mechanism of the UV filter homosalate

Author(s): Emily L. Holt, Konstantina M. Krokidi, Matthew A. P. Turner, Piyush Mishra, Timothy S. Zwier, Natércia d. N. Rodrigues, Vasilios G. Stavros
Published in: Physical Chemistry Chemical Physics, 22/27, 2020, Page(s) 15509-15519, ISSN 1463-9076
Publisher: Royal Society of Chemistry
DOI: 10.1039/d0cp02610g

Simulation of Excitation by Sunlight in Mixed Quantum-Classical Dynamics

Author(s): Mario Barbatti
Published in: Journal of Chemical Theory and Computation, 2020, ISSN 1549-9618
Publisher: American Chemical Society
DOI: 10.1021/acs.jctc.0c00501

Elucidating the photoprotective properties of natural UV screening agents: ZEKE-PFI spectroscopy of methyl sinapate

Author(s): Jiayun Fan; Laura Finazzi; Wybren Jan Buma
Published in: Physical Chemistry Chemical Physics, 24, 2022, Page(s) 3984-3993, ISSN 1463-9084
Publisher: RSC
DOI: 10.1039/d1cp05958k

From Biomass-Derived p-Hydroxycinnamic Acids to Novel Sustainable and Non-Toxic Phenolics-Based UV-Filters: A Multidisciplinary Journey

Author(s): Benjamin Rioux, Jeanne Combes, Jack M. Woolley, Natércia d. N. Rodrigues, Matthieu M. Mention, Vasilios G. Stavros and Florent Allais
Published in: Frontiers in Chemistry, 10, 2022, Page(s) 730, ISSN 2296-2646
Publisher: Frontiers Media S.A
DOI: 10.3389/fchem.2022.886367

Effects of substituent position on aminobenzoate relaxation pathways in solution

Author(s): Natércia d. N. Rodrigues, Jack M. Woolley, Konstantina M. Krokidi, Maria A. Tesa-Serrate, Matthew A. P. Turner, Nicholas D. M. Hine, Vasilios G. Stavros
Published in: Physical Chemistry Chemical Physics, 23/40, 2021, Page(s) 23242-23255, ISSN 1463-9076
Publisher: Royal Society of Chemistry
DOI: 10.1039/d1cp03759e

Mechanistic Aspects of the Photophysics of UVA Filters Based on Meldrum Derivatives

Author(s): Josene M. Toldo, Mariana T. do Casal, Mario Barbatti
Published in: The Journal of Physical Chemistry A, 125/25, 2021, Page(s) 5499-5508, ISSN 1089-5639
Publisher: American Chemical Society
DOI: 10.1021/acs.jpca.1c03315

Computational and experimental characterization of novel ultraviolet filters

Author(s): Jack M. Woolley, Raúl Losantos, Diego Sampedro, Vasilios G. Stavros
Published in: Physical Chemistry Chemical Physics, 22/43, 2020, Page(s) 25390-25395, ISSN 1463-9076
Publisher: Royal Society of Chemistry
DOI: 10.1039/d0cp04940a

New Generation UV-A Filters: Understanding Their Photodynamics on a Human Skin Mimic

Author(s): Temitope T. Abiola, Natércia d. N. Rodrigues, Casey Ho, Daniel J. L. Coxon, Michael D. Horbury, Josene M. Toldo, Mariana T. do Casal, Benjamin Rioux, Cédric Peyrot, Matthieu M. Mention, Patrick Balaguer, Mario Barbatti, Florent Allais, Vasilios G. Stavros
Published in: The Journal of Physical Chemistry Letters, 12/1, 2021, Page(s) 337-344, ISSN 1948-7185
Publisher: American Chemical Society
DOI: 10.1021/acs.jpclett.0c03004

Sinapic Acid Esters: Octinoxate Substitutes Combining Suitable UV Protection and Antioxidant Activity

Author(s): Cédric Peyrot, Matthieu M. Mention, Fanny Brunissen, Florent Allais
Published in: Antioxidants, 9/9, 2020, Page(s) 782, ISSN 2076-3921
Publisher: MDPI
DOI: 10.3390/antiox9090782

Towards Developing Novel and Sustainable Molecular Light-to-Heat Converters

Author(s): Temitope T. Abiola, Florent Allais, Vasilios Stavros, Mario Barbatti, Albert Braeuning, Wybren Jan Buma, Matthieu M Mention, Cedric Peyrot, Mariana T. do Casal, Daniel J. L. Coxon, Michael N R Ashfold, Jack Matthew Woolley, Matthew Turner, Jimmy Alarcan, Benjamin Rioux, Josene M. Toldo
Published in: Chemical Science, 2021, ISSN 2041-6520
Publisher: Royal Society of Chemistry
DOI: 10.1039/d1sc05077j