scholarly journals Enantioselective [2+2] Cycloadditions of Cinnamate Esters: Generalizing Lewis Acid Catalysis of Triplet Energy Transfer

2019 ◽  
Vol 141 (24) ◽  
pp. 9543-9547 ◽  
Author(s):  
Mary Elisabeth Daub ◽  
Hoimin Jung ◽  
Byung Joo Lee ◽  
Joonghee Won ◽  
Mu-Hyun Baik ◽  
...  
Science ◽  
2016 ◽  
Vol 354 (6318) ◽  
pp. 1391-1395 ◽  
Author(s):  
Travis R. Blum ◽  
Zachary D. Miller ◽  
Desiree M. Bates ◽  
Ilia A. Guzei ◽  
Tehshik P. Yoon

2020 ◽  
Vol 11 (3) ◽  
pp. 856-861 ◽  
Author(s):  
Evan M. Sherbrook ◽  
Hoimin Jung ◽  
Dasol Cho ◽  
My-Hyun Baik ◽  
Tehshik P. Yoon

Brønsted acids can catalyze triplet energy transfer reactions, and DFT computations suggest the unexpected importance of reorganization energy for catalysis.


2020 ◽  
Author(s):  
Mauricio Lineros-Rosa ◽  
Antonio Francés-Monerris ◽  
Antonio Monari ◽  
Miguel Angél Miranda ◽  
Virginie Lhiaubet-Vallet

Interaction of nucleic acids with light is a scientific question of paramount relevance not only in the understanding of life functioning and evolution, but also in the insurgence of diseases such as malignant skin cancer and in the development of biomarkers and novel light-assisted therapeutic tools. This work shows that the UVA portion of sunlight, not absorbed by canonical DNA nucleobases, can be absorbed by 5-formyluracil (ForU) and 5-formylcytosine (ForC), two ubiquitous oxidative lesions and epigenetic intermediates present in living beings in natural conditions. We measure the strong propensity of these molecules to populate triplet excited states able to transfer the excitation energy to thymine-thymine dyads, inducing the formation of the highly toxic and mutagenic cyclobutane pyrimidine dimers (CPDs). By using steady-state and transient absorption spectroscopy, NMR, HPLC, and theoretical calculations, we quantify the differences in the triplet-triplet energy transfer mediated by ForU and ForC, revealing that the former is much more efficient in delivering the excitation energy and producing the CPD photoproduct. Although significantly slower than ForU, ForC is also able to harm DNA nucleobases and therefore this process has to be taken into account as a viable photosensitization mechanism. The present findings evidence a rich photochemistry crucial to understand DNA photodamage and of potential use in the development of biomarkers and non-conventional photodynamic therapy agents.


2008 ◽  
Vol 78 (4) ◽  
Author(s):  
Ivan I. Fishchuk ◽  
Andrey Kadashchuk ◽  
Lekshmi Sudha Devi ◽  
Paul Heremans ◽  
Heinz Bässler ◽  
...  

2004 ◽  
Vol 126 (17) ◽  
pp. 5366-5367 ◽  
Author(s):  
Mukund P. Sibi ◽  
Kennosuke Itoh ◽  
Craig P. Jasperse

2007 ◽  
Vol 111 (43) ◽  
pp. 10928-10937 ◽  
Author(s):  
Galina V. Loukova ◽  
Svetlana E. Starodubova ◽  
Vyatcheslav A. Smirnov

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