Nonadiabatic dynamics simulations of photoexcited urocanic acid

Tuna, Deniz; Spörkel, Lasse; Barbatti, Mario; Thiel, Walter

doi:10.1016/j.chemphys.2018.09.036

Nonadiabatic dynamics simulations of photoexcited urocanic acid

Journal Article · Tue Sep 25 00:00:00 EDT 2018 · Chemical Physics

DOI:https://doi.org/10.1016/j.chemphys.2018.09.036· OSTI ID:1493586

Tuna, Deniz ^[1]; Spörkel, Lasse ^[2]; Barbatti, Mario ^[3]; Thiel, Walter ^[2]

Max-Planck-Institut fur Kohlenforschung, Mulheim an der Ruhr (Germany); Stanford Univ., Stanford, CA (United States); SLAC National Accelerator Lab., Menlo Park, CA (United States)
Max-Planck-Institut fur Kohlenforschung, Mulheim an der Ruhr (Germany)
Aix Marseille Univ., Marseille (France)

Urocanic acid (UA) is a UV filter found in human skin, which has been linked to photoimmunosuppression and the formation of skin cancer. Its UV-light-induced photoisomerization and radiationless deactivation mechanisms have been addressed previously by static calculations. In this paper, we present nonadiabatic trajectory-surface-hopping dynamics simulations of photoexcited UA using the semiempirical OM2/MRCI methodology and an adaptive-timestep algorithm. We have simulated almost 6000 trajectories, each for a simulation time of 1.6 ps, covering the entire conformational space of the E and Z isomers of both possible tautomers of the isolated neutral form of UA (overall 32 conformers). Here, the initial conditions for the excited-state dynamics were obtained from 1 ns ground-state dynamics simulations.

View Accepted Manuscript (DOE)

Research Organization:: SLAC National Accelerator Laboratory (SLAC), Menlo Park, CA (United States)

Sponsoring Organization:: USDOE

Grant/Contract Number:: AC02-76SF00515

OSTI ID:: 1493586

Alternate ID(s):: OSTI ID: 23115361

Journal Information:: Chemical Physics, Journal Name: Chemical Physics Journal Issue: C Vol. 515; ISSN 0301-0104

Publisher:: ElsevierCopyright Statement

Country of Publication:: United States

Language:: English

References (80)

Photoisomerization of Arylazopyrazole Photoswitches: Stereospecific Excited-State Relaxation Wang, Ya-Ting; Liu, Xiang-Yang; Cui, Ganglong Angewandte Chemie, Vol. 128, Issue 45 https://doi.org/10.1002/ange.201607373	journal	October 2016
Nonadiabatic dynamics with trajectory surface hopping method: Dynamics with surface hopping Barbatti, Mario Wiley Interdisciplinary Reviews: Computational Molecular Science, Vol. 1, Issue 4 https://doi.org/10.1002/wcms.64	journal	May 2011
Urocanic acid-modified chitosan nanoparticles can confer anti-inflammatory effect by delivering CD98 siRNA to macrophages Xiao, Bo; Ma, Panpan; Viennois, Emilie Colloids and Surfaces B: Biointerfaces, Vol. 143 https://doi.org/10.1016/j.colsurfb.2016.03.035	journal	July 2016
The on-the-fly surface-hopping program system Newton-X: Application to ab initio simulation of the nonadiabatic photodynamics of benchmark systems Barbatti, Mario; Granucci, Giovanni; Persico, Maurizio Journal of Photochemistry and Photobiology A: Chemistry, Vol. 190, Issue 2-3 https://doi.org/10.1016/j.jphotochem.2006.12.008	journal	August 2007
Gas phase photoisomerization of urocanic acid – a theoretical study Danielsson, Jonas; Laaksonen, Aatto Chemical Physics Letters, Vol. 370, Issue 5-6 https://doi.org/10.1016/s0009-2614(03)00170-2	journal	March 2003
Urocanic acid isomers are good hydroxyl radical scavengers: a comparative study with structural analogues and with uric acid Kammeyer, Arthur; Eggelte, Teunis A.; Bos, Jan D. Biochimica et Biophysica Acta (BBA) - General Subjects, Vol. 1428, Issue 1 https://doi.org/10.1016/s0304-4165(99)00063-x	journal	June 1999
Theory and Simulation of the Ultrafast Double-Bond Isomerization of Biological Chromophores Gozem, Samer; Luk, Hoi Ling; Schapiro, Igor Chemical Reviews, Vol. 117, Issue 22 https://doi.org/10.1021/acs.chemrev.7b00177	journal	October 2017
Excited-State Proton-Transfer-Induced Trapping Enhances the Fluorescence Emission of a Locked GFP Chromophore Liu, Xiang-Yang; Chang, Xue-Ping; Xia, Shu-Hua Journal of Chemical Theory and Computation, Vol. 12, Issue 2 https://doi.org/10.1021/acs.jctc.5b00894	journal	January 2016
Semiempirical Quantum-Chemical Orthogonalization-Corrected Methods: Theory, Implementation, and Parameters Dral, Pavlo O.; Wu, Xin; Spörkel, Lasse Journal of Chemical Theory and Computation, Vol. 12, Issue 3 https://doi.org/10.1021/acs.jctc.5b01046	journal	January 2016
Excited-State Decay Paths in Tetraphenylethene Derivatives Gao, Yuan-Jun; Chang, Xue-Ping; Liu, Xiang-Yang The Journal of Physical Chemistry A, Vol. 121, Issue 13 https://doi.org/10.1021/acs.jpca.7b00197	journal	March 2017
A TD-DFT Study of the Photochemistry of Urocanic Acid in Biologically Relevant Ionic, Rotameric, and Protomeric Forms Danielsson, Jonas; Uličný, Jozef; Laaksonen, Aatto Journal of the American Chemical Society, Vol. 123, Issue 40 https://doi.org/10.1021/ja0158051	journal	October 2001
Photogeneration and Quenching of Reactive Oxygen Species by Urocanic Acid Haralampus-Grynaviski, Nicole; Ransom, Carla; Ye, Tong Journal of the American Chemical Society, Vol. 124, Issue 13 https://doi.org/10.1021/ja016902x	journal	March 2002
A Theoretical Study of the Low-Lying States of the Anionic and Protonated Ionic Forms of Urocanic Acid Page, Christopher S.; Olivucci, Massimo; Merchán, Manuela The Journal of Physical Chemistry A, Vol. 104, Issue 38 https://doi.org/10.1021/jp001667a	journal	September 2000
Ultrafast Measurements of Excited State Intramolecular Proton Transfer (ESIPT) in Room Temperature Solutions of 3-Hydroxyflavone and Derivatives Ameer-Beg, Simon; Ormson, Stuart M.; Brown, Robert G. The Journal of Physical Chemistry A, Vol. 105, Issue 15 https://doi.org/10.1021/jp0031101	journal	April 2001
TD-DFT Computational Insight into the Origin of Wavelength-Dependent E / Z Photoisomerization of Urocanic Acid Dmitrenko, Olga; Reischl, Wolfgang; Bach, Robert D. The Journal of Physical Chemistry A, Vol. 108, Issue 26 https://doi.org/10.1021/jp0499530	journal	June 2004
Molecular Driving Forces for Z/E Isomerization Mediated by Heteroatoms: The Example Hemithioindigo Nenov, Artur; Cordes, Thorben; Herzog, Teja T. The Journal of Physical Chemistry A, Vol. 114, Issue 50 https://doi.org/10.1021/jp107899g	journal	December 2010
A Theoretical Study of the Low-Lying Excited States of trans - and cis -Urocanic Acid Page, Christopher S.; Merchán, Manuela; Serrano-Andrés, Luis The Journal of Physical Chemistry A, Vol. 103, Issue 48 https://doi.org/10.1021/jp991657d	journal	December 1999
Urocanic Acid in the Skin: A Mixed Blessing? Gibbs, Neil K.; Norval, Mary Journal of Investigative Dermatology, Vol. 131, Issue 1 https://doi.org/10.1038/jid.2010.276	journal	January 2011
Tailoring the Schiff base photoswitching – a non-adiabatic molecular dynamics study of substituent effect on excited state proton transfer Jankowska, Joanna; Barbatti, Mario; Sadlej, Joanna Physical Chemistry Chemical Physics, Vol. 19, Issue 7 https://doi.org/10.1039/c6cp08545h	journal	January 2017
A Wavelength Effect on Urocanic acid e/z Photoisomerization Morrison, Harry; Bernasconi, Christian; Pandey, Ganesh Photochemistry and Photobiology, Vol. 40, Issue 4 https://doi.org/10.1111/j.1751-1097.1984.tb04632.x	journal	October 1984
Urocanic Acid Photochemistry and Photobiology Mohammad, Taj; Morrison, Harry; HogenEsch, Harm Photochemistry and Photobiology, Vol. 69, Issue 2 https://doi.org/10.1111/j.1751-1097.1999.tb03264.x	journal	February 1999
A CASSCF study on the lowest ???* excitation of urocanic acid Lahti, Ari; Hotokka, Matti; Neuvonen, Kari International Journal of Quantum Chemistry, Vol. 72, Issue 1 https://doi.org/10.1002/(SICI)1097-461X(1999)72:1<25::AID-QUA3>3.0.CO;2-Z	journal	January 1999
Photoisomerization of Arylazopyrazole Photoswitches: Stereospecific Excited-State Relaxation Wang, Ya-Ting; Liu, Xiang-Yang; Cui, Ganglong Angewandte Chemie International Edition, Vol. 55, Issue 45 https://doi.org/10.1002/anie.201607373	journal	October 2016
Trajectory-Based Nonadiabatic Dynamics with Time-Dependent Density Functional Theory Curchod, Basile F. E.; Rothlisberger, Ursula; Tavernelli, Ivano ChemPhysChem, Vol. 14, Issue 7 https://doi.org/10.1002/cphc.201200941	journal	April 2013
Implementation of a general multireference configuration interaction procedure with analytic gradients in a semiempirical context using the graphical unitary group approach Koslowski, Axel; Beck, Michael E.; Thiel, Walter Journal of Computational Chemistry, Vol. 24, Issue 6 https://doi.org/10.1002/jcc.10210	journal	April 2003
Semiempirical quantum–chemical methods Thiel, Walter Wiley Interdisciplinary Reviews: Computational Molecular Science, Vol. 4, Issue 2 https://doi.org/10.1002/wcms.1161	journal	July 2013
C hem S hell—a modular software package for QM / MM simulations Metz, Sebastian; Kästner, Johannes; Sokol, Alexey A. Wiley Interdisciplinary Reviews: Computational Molecular Science, Vol. 4, Issue 2 https://doi.org/10.1002/wcms.1163	journal	July 2013
Quantum-chemical gas-phase calculations on the protonation forms oftrans- andcis-urocanic acid Lahti, Ari; Hotokka, Matti; Neuvonen, Kari Structural Chemistry, Vol. 8, Issue 5 https://doi.org/10.1007/BF02281246	journal	October 1997
Orthogonalization corrections for semiempirical methods Weber, Wolfgang; Thiel, Walter Theoretical Chemistry Accounts: Theory, Computation, and Modeling (Theoretica Chimica Acta), Vol. 103, Issue 6 https://doi.org/10.1007/s002149900083	journal	April 2000
Concerning the Photodiastereomerization and Protic Equilibria of Urocanic Acid and its Complex with Human Serum Albumin Schwarzinger, Bettina; Falk, Heinz Monatshefte f�r Chemie/Chemical Monthly, Vol. 135, Issue 10 https://doi.org/10.1007/s00706-004-0219-1	journal	July 2004
Urocanic acid as an efficient hydroxyl radical scavenger: a quantum theoretical study Tiwari, Saumya; Chand Mishra, Phool Journal of Molecular Modeling, Vol. 17, Issue 1 https://doi.org/10.1007/s00894-010-0699-3	journal	April 2010
Improved biocompatibility of polyethylenimine (PEI) as a gene carrier by conjugating urocanic acid: In vitro and in vivo Ihm, Jong Eun; Krier, Irina; Lim, Jeong M. Macromolecular Research, Vol. 23, Issue 4 https://doi.org/10.1007/s13233-015-3047-8	journal	February 2015
A theoretical study of the conformers of trans- and cis-urocanic acid Lahti, Ari; Hotokka, Matti; Neuvonen, Kari Journal of Molecular Structure: THEOCHEM, Vol. 331, Issue 1-2 https://doi.org/10.1016/0166-1280(94)03770-L	journal	January 1995
Electronic spectra, structure and photoisomerization of urocanic acid Shukla, M. K.; Mishra, P. C. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, Vol. 51, Issue 5 https://doi.org/10.1016/0584-8539(94)00198-K	journal	May 1995
Establishment of a kinetic model for urocanic acid photoisomerization Laihia, Jarmo K.; Lemmetyinen, Helge; Pasanen, Paavo Journal of Photochemistry and Photobiology B: Biology, Vol. 33, Issue 3 https://doi.org/10.1016/1011-1344(95)07247-0	journal	May 1996
Gas phase photoisomerization of urocanic acid – a theoretical study Danielsson, Jonas; Laaksonen, Aatto Chemical Physics Letters, Vol. 370, Issue 5-6 https://doi.org/10.1016/S0009-2614(03)00170-2	journal	March 2003
Quantum chemical calculations on the intramolecular hydrogen bond of cis-urocanic acid Lahti, Ari; Hotokka, Matti; Neuvonen, Kari Journal of Molecular Structure: THEOCHEM, Vol. 452, Issue 1-3 https://doi.org/10.1016/S0166-1280(98)00150-X	journal	October 1998
Urocanic acid isomers are good hydroxyl radical scavengers: a comparative study with structural analogues and with uric acid Kammeyer, Arthur; Eggelte, Teunis A.; Bos, Jan D. Biochimica et Biophysica Acta (BBA) - General Subjects, Vol. 1428, Issue 1 https://doi.org/10.1016/S0304-4165(99)00063-X	journal	June 1999
Theoretical investigation of the photosensitization mechanisms of urocanic acid Shen, Liang; Ji, Hong-Fang Journal of Photochemistry and Photobiology B: Biology, Vol. 91, Issue 2-3 https://doi.org/10.1016/j.jphotobiol.2008.02.006	journal	May 2008
Antitumor Effects of cis -Urocanic Acid on Experimental Urothelial Cell Carcinoma of the Bladder Arentsen, Harm C.; Jansen, Cornelius F. J.; Hulsbergen-van de Kaa, Christina A. Journal of Urology, Vol. 187, Issue 4 https://doi.org/10.1016/j.juro.2011.11.080	journal	April 2012
Semiempirical Quantum-Chemical Orthogonalization-Corrected Methods: Benchmarks of Electronically Excited States Tuna, Deniz; Lu, You; Koslowski, Axel Journal of Chemical Theory and Computation, Vol. 12, Issue 9 https://doi.org/10.1021/acs.jctc.6b00403	journal	August 2016
On-the-Fly CASPT2 Surface-Hopping Dynamics Park, Jae Woo; Shiozaki, Toru Journal of Chemical Theory and Computation, Vol. 13, Issue 8 https://doi.org/10.1021/acs.jctc.7b00559	journal	July 2017
Excited-State Dynamics of a Benzotriazole Photostabilizer: 2-(2′-Hydroxy-5′-methylphenyl)benzotriazole Pijeau, Shiela; Foster, Donneille; Hohenstein, Edward G. The Journal of Physical Chemistry A, Vol. 121, Issue 34 https://doi.org/10.1021/acs.jpca.7b04504	journal	August 2017
Dynamical Correlation Effects on Photoisomerization: Ab Initio Multiple Spawning Dynamics with MS-CASPT2 for a Model trans -Protonated Schiff Base Liu, Lihong; Liu, Jian; Martinez, Todd J. The Journal of Physical Chemistry B, Vol. 120, Issue 8 https://doi.org/10.1021/acs.jpcb.5b09838	journal	November 2015
Computational Design of a Family of Light-Driven Rotary Molecular Motors with Improved Quantum Efficiency Nikiforov, Alexander; Gamez, Jose A.; Thiel, Walter The Journal of Physical Chemistry Letters, Vol. 7, Issue 1 https://doi.org/10.1021/acs.jpclett.5b02575	journal	December 2015
Spectroscopic and Dynamic Studies of the Epidermal Chromophores trans -Urocanic Acid and Eumelanin Simon, John D. Accounts of Chemical Research, Vol. 33, Issue 5 https://doi.org/10.1021/ar970250t	journal	May 2000
Electronic Spectroscopy and Photoisomerization of trans -Urocanic Acid in a Supersonic Jet Ryan, Wendy L.; Levy, Donald H. Journal of the American Chemical Society, Vol. 123, Issue 5 https://doi.org/10.1021/ja003261h	journal	February 2001
Theoretical Study of Benzotriazole UV Photostability: Ultrafast Deactivation through Coupled Proton and Electron Transfer Triggered by a Charge-Transfer State Paterson, Martin J.; Robb, Michael A.; Blancafort, Lluís Journal of the American Chemical Society, Vol. 126, Issue 9 https://doi.org/10.1021/ja0386593	journal	March 2004
A Spectroscopic Study of the Epidermal Ultraviolet Chromophore trans -Urocanic Acid Hanson, Kerry M.; Li, Bulang; Simon, John D. Journal of the American Chemical Society, Vol. 119, Issue 11 https://doi.org/10.1021/ja963440s	journal	March 1997
Microscopic Mechanism of Ultrafast Excited-State Intramolecular Proton Transfer: A 30-fs Study of 2-(2‘-Hydroxyphenyl)benzothiazole ^† Lochbrunner, Stefan; Wurzer, Alexander J.; Riedle, Eberhard The Journal of Physical Chemistry A, Vol. 107, Issue 49 https://doi.org/10.1021/jp035203z	journal	December 2003
Ab Initio Molecular Dynamics of Excited-State Intramolecular Proton Transfer Using Multireference Perturbation Theory ^† Coe, Joshua D.; Levine, Benjamin G.; Martínez, Todd J. The Journal of Physical Chemistry A, Vol. 111, Issue 44 https://doi.org/10.1021/jp072027b	journal	November 2007
Photochemical Mechanisms of Radiationless Deactivation Processes in Urocanic Acid Tuna, Deniz; Sobolewski, Andrzej L.; Domcke, Wolfgang The Journal of Physical Chemistry B, Vol. 118, Issue 4 https://doi.org/10.1021/jp411818j	journal	January 2014
Photoswitching of Salicylidene Methylamine: A Theoretical Photodynamics Study Spörkel, Lasse; Jankowska, Joanna; Thiel, Walter The Journal of Physical Chemistry B, Vol. 119, Issue 6 https://doi.org/10.1021/jp5095678	journal	August 2014
Primary Processes of the Electronic Excited States of trans- Urocanic Acid Li, Bulang; Hanson, Kerry M.; Simon, John D. The Journal of Physical Chemistry A, Vol. 101, Issue 6 https://doi.org/10.1021/jp962679s	journal	February 1997
Increased cis-to-trans urocanic acid ratio in the skin of chronic spontaneous urticaria patients Pham, Duy Le; Lim, Kyung-Min; Joo, Kyung-Mi Scientific Reports, Vol. 7, Issue 1 https://doi.org/10.1038/s41598-017-01487-9	journal	May 2017
Nonadiabatic excited-state dynamics of polar π-systems and related model compounds of biological relevance Barbatti, Mario; Ruckenbauer, Matthias; Szymczak, Jaroslaw J. Phys. Chem. Chem. Phys., Vol. 10, Issue 4 https://doi.org/10.1039/B709315M	journal	January 2008
cis-Urocanic acid as a potential nickel( ii ) binding molecule in the human skin Wezynfeld, Nina Ewa; Goch, Wojciech; Bal, Wojciech Dalton Trans., Vol. 43, Issue 8 https://doi.org/10.1039/C3DT53194E	journal	January 2014
Monitoring ultrafast intramolecular proton transfer processes in an unsymmetric β-diketone Verma, Pramod Kumar; Steinbacher, Andreas; Koch, Federico Physical Chemistry Chemical Physics, Vol. 17, Issue 13 https://doi.org/10.1039/C4CP05811A	journal	January 2015
Tailoring the Schiff base photoswitching – a non-adiabatic molecular dynamics study of substituent effect on excited state proton transfer Jankowska, Joanna; Barbatti, Mario; Sadlej, Joanna Physical Chemistry Chemical Physics, Vol. 19, Issue 7 https://doi.org/10.1039/C6CP08545H	journal	January 2017
Ultrafast dynamics of the ESIPT photoswitch N -(3-pyridinyl)-2-pyridinecarboxamide Böhnke, Hendrik; Bahrenburg, Julia; Ma, Xiaonan Physical Chemistry Chemical Physics, Vol. 20, Issue 4 https://doi.org/10.1039/C7CP06145E	journal	January 2018
Ab initio potential-energy functions for excited state intramolecular proton transfer: a comparative study of o-hydroxybenzaldehyde, salicylic acid and 7-hydroxy-1-indanone Sobolewski, Andrzej L.; Domcke, Wolfgang Physical Chemistry Chemical Physics, Vol. 1, Issue 13 https://doi.org/10.1039/a902565k	journal	January 1999
Some photophysical studies of cis- and trans-urocanic acidThe IUPAC name for urocanic acid is 3-(1H-imidazol-4-yl)propenoic acid. Brookman, Jennifer; Chacón, Jorge N.; Sinclair, Roy S. Photochemical & Photobiological Sciences, Vol. 1, Issue 5 https://doi.org/10.1039/b201621d	journal	April 2002
Recent advances in urocanic acid photochemistry, photobiology and photoimmunology Gibbs, Neil K.; Tye, Joanne; Norval, Mary Photochemical & Photobiological Sciences, Vol. 7, Issue 6 https://doi.org/10.1039/b717398a	journal	January 2008
The evaluation of the amount of cis- and trans-urocanic acid in the stratum corneum by Raman spectroscopy Egawa, Mariko; Nomura, Junko; Iwaki, Haruhi Photochemical & Photobiological Sciences, Vol. 9, Issue 5 https://doi.org/10.1039/b9pp00143c	journal	January 2010
The role of tautomers in the UV absorption of urocanic acid Barbatti, Mario Physical Chemistry Chemical Physics, Vol. 13, Issue 10 https://doi.org/10.1039/c0cp02142c	journal	January 2011
Ab initio non-adiabatic molecular dynamics Tapavicza, Enrico; Bellchambers, Gregory D.; Vincent, Jordan C. Physical Chemistry Chemical Physics, Vol. 15, Issue 42 https://doi.org/10.1039/c3cp51514a	journal	January 2013
Critical appraisal of the fewest switches algorithm for surface hopping Granucci, Giovanni; Persico, Maurizio The Journal of Chemical Physics, Vol. 126, Issue 13 https://doi.org/10.1063/1.2715585	journal	April 2007
Molecular dynamics with electronic transitions Tully, John C. The Journal of Chemical Physics, Vol. 93, Issue 2 https://doi.org/10.1063/1.459170	journal	July 1990
Adaptive time steps in trajectory surface hopping simulations Spörkel, Lasse; Thiel, Walter The Journal of Chemical Physics, Vol. 144, Issue 19 https://doi.org/10.1063/1.4948956	journal	May 2016
Hydration structure and conformational dynamics of urocanic acid: a computer simulation study Danielsson, Jonas; SÖDerhÄLl, J. Arvid; Laaksonen, Aatto Molecular Physics, Vol. 100, Issue 12 https://doi.org/10.1080/00268970210125340	journal	June 2002
Self-consistent-charge density-functional tight-binding method for simulations of complex materials properties Elstner, M.; Porezag, D.; Jungnickel, G. Physical Review B, Vol. 58, Issue 11, p. 7260-7268 https://doi.org/10.1103/PhysRevB.58.7260	journal	September 1998
Galectin-7, induced by cis -urocanic acid and ultraviolet B irradiation, down-modulates cytokine production by T lymphocytes Yamaguchi, Takashi; Hiromasa, Kana; Kabashima-Kubo, Rieko Experimental Dermatology, Vol. 22, Issue 12 https://doi.org/10.1111/exd.12268	journal	November 2013
The Origin of the Wavelength-Dependent Photoreactivity of Trans-Urocanic Acid Hanson, Kerry M.; Simon, John D. Photochemistry and Photobiology, Vol. 67, Issue 5 https://doi.org/10.1111/j.1751-1097.1998.tb09090.x	journal	May 1998
cis-Urocanic acid prevents inflammation and cell death in UVB-treated ARPE-19 cells Korhonen, E.; Piippo, N.; Hytti, M. Acta Ophthalmologica, Vol. 93 https://doi.org/10.1111/j.1755-3768.2015.1427	journal	September 2015
Understanding the Surface Hopping View of Electronic Transitions and Decoherence Subotnik, Joseph E.; Jain, Amber; Landry, Brian Annual Review of Physical Chemistry, Vol. 67, Issue 1 https://doi.org/10.1146/annurev-physchem-040215-112245	journal	May 2016
Isomerization Through Conical Intersections Levine, Benjamin G.; Martínez, Todd J. Annual Review of Physical Chemistry, Vol. 58, Issue 1 https://doi.org/10.1146/annurev.physchem.57.032905.104612	journal	May 2007
Expression of VjbR under Nutrient Limitation Conditions Is Regulated at the Post-Transcriptional Level by Specific Acidic pH Values and Urocanic Acid Arocena, Gastón M.; Zorreguieta, Angeles; Sieira, Rodrigo PLoS ONE, Vol. 7, Issue 4 https://doi.org/10.1371/journal.pone.0035394	journal	April 2012
Singlet Oxygen Generation by UVA Light Exposure of Endogenous Photosensitizers Baier, Jürgen; Maisch, Tim; Maier, Max Biophysical Journal, Vol. 91, Issue 4 https://doi.org/10.1529/biophysj.106.082388	journal	August 2006
Formation of Singlet Oxygen by Urocanic Acid by UVA Irradiation and Some Consequences Thereof¶ Menon, Elton L.; Morrison, Harry Photochemistry and Photobiology, Vol. 75, Issue 6 https://doi.org/10.1562/0031-8655(2002)075<0565:FOSOBU>2.0.CO;2	journal	January 2002
The Effect of Molecular Environment on the Photoisomerization of Urocanic Acid¶ Wallis, Richard A.; Smith, Gerald J.; Dunford, Cara L. Photochemistry and Photobiology, Vol. 80, Issue 2 https://doi.org/10.1562/2004-05-11-RA-163.1	journal	January 2004

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