Singlet oxygen quenching by riboflavin

Malgorzata Insinska-Rak; Petr Henke; Thomas Breitenbach; Peter Remsen Ogilby

doi:10.1016/j.jphotochem.2023.115108

Singlet oxygen quenching by riboflavin

Malgorzata Insinska-Rak, Petr Henke, Thomas Breitenbach, Peter Remsen Ogilby^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal/Conference contribution in journal/Contribution to newspaper › Journal article › Research › peer-review

1 Citation (Scopus)

Abstract

Derivatives of riboflavin, specifically flavin mononucleotide, have recently been in the spotlight as the active component in protein-encased optogenetic sensitizers to produce singlet oxygen, O ₂(a ¹Δ _g). The extent to which riboflavin deactivates singlet oxygen is a key aspect of these studies. Surprisingly, there is a dearth of information on the rate constant for riboflavin-mediated singlet oxygen removal. We now report that, when riboflavin is dissolved in both aqueous and methanol solutions, the rate constant for riboflavin-mediated removal of singlet oxygen cannot be greater than ∼ 2 × 10 ⁵ s ⁻¹ M ⁻¹. This number is appreciably smaller than what has been reported in the literature and, as such, our results can be significant for mechanistic interpretations of photo-processes that involve flavins in oxygenated systems.

Original language	English
Article number	115108
Journal	Journal of Photochemistry and Photobiology A: Chemistry
Volume	446
Number of pages	6
ISSN	1010-6030
DOIs	https://doi.org/10.1016/j.jphotochem.2023.115108
Publication status	Published - Jan 2024

Keywords

Flavins
Optogenetic Photosensitizers
Reactive Oxygen Species (ROS)
Singlet Oxygen

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title = "Singlet oxygen quenching by riboflavin",

abstract = "Derivatives of riboflavin, specifically flavin mononucleotide, have recently been in the spotlight as the active component in protein-encased optogenetic sensitizers to produce singlet oxygen, O 2(a 1Δ g). The extent to which riboflavin deactivates singlet oxygen is a key aspect of these studies. Surprisingly, there is a dearth of information on the rate constant for riboflavin-mediated singlet oxygen removal. We now report that, when riboflavin is dissolved in both aqueous and methanol solutions, the rate constant for riboflavin-mediated removal of singlet oxygen cannot be greater than ∼ 2 × 10 5 s −1 M −1. This number is appreciably smaller than what has been reported in the literature and, as such, our results can be significant for mechanistic interpretations of photo-processes that involve flavins in oxygenated systems.",

keywords = "Flavins, Optogenetic Photosensitizers, Reactive Oxygen Species (ROS), Singlet Oxygen",

author = "Malgorzata Insinska-Rak and Petr Henke and Thomas Breitenbach and Ogilby, {Peter Remsen}",

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doi = "10.1016/j.jphotochem.2023.115108",

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journal = "Journal of Photochemistry and Photobiology A: Chemistry",

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TY - JOUR

T1 - Singlet oxygen quenching by riboflavin

AU - Insinska-Rak, Malgorzata

AU - Henke, Petr

AU - Breitenbach, Thomas

AU - Ogilby, Peter Remsen

PY - 2024/1

Y1 - 2024/1

N2 - Derivatives of riboflavin, specifically flavin mononucleotide, have recently been in the spotlight as the active component in protein-encased optogenetic sensitizers to produce singlet oxygen, O 2(a 1Δ g). The extent to which riboflavin deactivates singlet oxygen is a key aspect of these studies. Surprisingly, there is a dearth of information on the rate constant for riboflavin-mediated singlet oxygen removal. We now report that, when riboflavin is dissolved in both aqueous and methanol solutions, the rate constant for riboflavin-mediated removal of singlet oxygen cannot be greater than ∼ 2 × 10 5 s −1 M −1. This number is appreciably smaller than what has been reported in the literature and, as such, our results can be significant for mechanistic interpretations of photo-processes that involve flavins in oxygenated systems.

AB - Derivatives of riboflavin, specifically flavin mononucleotide, have recently been in the spotlight as the active component in protein-encased optogenetic sensitizers to produce singlet oxygen, O 2(a 1Δ g). The extent to which riboflavin deactivates singlet oxygen is a key aspect of these studies. Surprisingly, there is a dearth of information on the rate constant for riboflavin-mediated singlet oxygen removal. We now report that, when riboflavin is dissolved in both aqueous and methanol solutions, the rate constant for riboflavin-mediated removal of singlet oxygen cannot be greater than ∼ 2 × 10 5 s −1 M −1. This number is appreciably smaller than what has been reported in the literature and, as such, our results can be significant for mechanistic interpretations of photo-processes that involve flavins in oxygenated systems.

KW - Flavins

KW - Optogenetic Photosensitizers

KW - Reactive Oxygen Species (ROS)

KW - Singlet Oxygen

U2 - 10.1016/j.jphotochem.2023.115108

DO - 10.1016/j.jphotochem.2023.115108

M3 - Journal article

SN - 1010-6030

VL - 446

JO - Journal of Photochemistry and Photobiology A: Chemistry

JF - Journal of Photochemistry and Photobiology A: Chemistry

M1 - 115108

ER -

Singlet oxygen quenching by riboflavin

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