Pyridazine N-Oxides as Photoactivatable Surrogates for Reactive Oxygen Species

VS Basistyi, JH Frederich - Organic letters, 2022 - ACS Publications
A method for the photoinduced evolution of atomic oxygen from pyridazine N-oxides was
developed. This underexplored oxygen allotrope mediates arene C–H oxidation within …

Asymmetric dibenzothiophene sulfones as fluorescent nuclear stains

JT Petroff, KN Skubic, CK Arnatt… - The Journal of Organic …, 2018 - ACS Publications
Asymmetric dibenzothiophene S, S-dioxides (DBTOOs) were synthesized and their
photophysical properties examined. Through examination, the molecules fluoresced at …

Photochemistry of N‐Phenyl Dibenzothiophene Sulfoximine

A Isor, R Hommelsheim, GW Cone… - Photochemistry and …, 2021 - Wiley Online Library
Sulfoximines are popular scaffolds in drug discovery due to their hydrogen bonding
properties and chemical stability. In recent years, the role of reactive intermediates such as …

Thiol Reactivity toward Atomic Oxygen Generated during the Photodeoxygenation of Dibenzothiophene S-Oxide

SM Omlid, M Zhang, A Isor… - The Journal of Organic …, 2017 - ACS Publications
Aromatic heterocyclic oxides, such as dibenzothiophene S-oxide (DBTO), have been
suggested to release ground state atomic oxygen [O (3P)] upon irradiation, and as such …

Identifying cysteine residues susceptible to oxidation by photoactivatable atomic oxygen precursors using a proteome-wide analysis

A Isor, BV Chartier, M Abo, ER Currens… - RSC Chemical …, 2021 - pubs.rsc.org
The reactivity profile of atomic oxygen [O (3P)] in the condensed phase has shown a
preference for the thiol group of cysteines. In this work, water-soluble O (3P)-precursors …

Photodeoxygenation of phenanthro[4,5-bcd]thiophene S-oxide, triphenyleno[1,12-bcd]thiophene S-oxide and perylo[1,12-bcd]thiophene S-oxide

SM Chintala, JT Petroff II, A Barnes… - Journal of Sulfur …, 2019 - Taylor & Francis
Sulfoxides, upon irradiation with ultraviolet (UV) light undergo α-cleavage, hydrogen
abstraction, photodeoxygenation, bimolecular photoreduction, and stereo-mutation. The UV …

In vitro oxidations of low-density lipoprotein and RAW 264.7 cells with lipophilic O (3 P)-precursors

JT Petroff, A Isor, SM Chintala, CJ Albert, JD Franke… - RSC …, 2020 - pubs.rsc.org
A beneficial property of photogenerated reactive oxygen species (ROS) is the capability of
oxidant generation within a specific location or organelle inside a cell. Dibenzothiophene S …

Synthesis of triphenylphosphonium dibenzothiophene S-oxide derivatives and their effect on cell cycle as photodeoxygenation-based cytotoxic agents

A Isor, AT O'Dea, JT Petroff II, KN Skubic, SF Grady… - Bioorganic …, 2020 - Elsevier
Photodeoxygenation of Dibenzothiophene-S-oxide (DBTO) in UV-A light produces atomic
oxygen [O (3 P)] and the corresponding sulfide, dibenzothiophene (DBT). Recently, DBTO …

Effects of photodeoxygenation on cell biology using dibenzothiophene S-oxide derivatives as O(3P)-precursors

A Isor, AT O'Dea, SF Grady, JT Petroff… - Photochemical & …, 2021 - Springer
Photodeoxygenation of dibenzothiophene S-oxide and its derivatives have been used to
generate atomic oxygen [O (3 P)] to examine its effect on proteins, nucleic acids, and lipids …

Synthesis of aromatic disulfonic acids for water-soluble dibenzothiophene derivatives

SM Omlid, A Isor, KL Sulkowski, SM Chintala… - …, 2018 - thieme-connect.com
There is a need for efficient methods for the synthesis of water-soluble dibenzothiophene
(DBT) and dibenzothiophene S-oxide (DBTO) derivatives to allow for the study of atomic …