A Caveat When Using Alkyl Halides as Tagging Agents to Detect/Quantify Reactive Sulfur Species

Using alkyl halides to tag reactive sulfur species (RSSs) (H<sub>2</sub>S, per/polysulfide, and protein-SSH) is an extensively applied approach. The underlying supposition is that, as with thiols, RSS reacts with alkyl halides via a nucleophilic substitution reaction. We found that this...

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Main Authors: Xiaohua Wu, Yuping Xin, Qingda Wang, Yongzhen Xia, Luying Xun, Huaiwei Liu
Format: Article
Language:English
Published: MDPI AG 2022-08-01
Series:Antioxidants
Subjects:
Online Access:https://www.mdpi.com/2076-3921/11/8/1583
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author Xiaohua Wu
Yuping Xin
Qingda Wang
Yongzhen Xia
Luying Xun
Huaiwei Liu
author_facet Xiaohua Wu
Yuping Xin
Qingda Wang
Yongzhen Xia
Luying Xun
Huaiwei Liu
author_sort Xiaohua Wu
collection DOAJ
description Using alkyl halides to tag reactive sulfur species (RSSs) (H<sub>2</sub>S, per/polysulfide, and protein-SSH) is an extensively applied approach. The underlying supposition is that, as with thiols, RSS reacts with alkyl halides via a nucleophilic substitution reaction. We found that this supposition is facing a challenge. RSS also initiates a reductive dehalogenation reaction, which generates the reduced unloaded tag and oxidized RSS. Therefore, RSS content in bio-samples might be underestimated, and its species might not be precisely determined when using alkyl halide agents for its analysis. To calculate to the extent of this underestimation, further studies are still required.
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spelling doaj.art-4473dbc4a2c74effa82ab5c46ab3730c2023-12-01T23:20:25ZengMDPI AGAntioxidants2076-39212022-08-01118158310.3390/antiox11081583A Caveat When Using Alkyl Halides as Tagging Agents to Detect/Quantify Reactive Sulfur SpeciesXiaohua Wu0Yuping Xin1Qingda Wang2Yongzhen Xia3Luying Xun4Huaiwei Liu5State Key Laboratory of Microbial Technology, Shandong University, Qingdao 266200, ChinaState Key Laboratory of Microbial Technology, Shandong University, Qingdao 266200, ChinaState Key Laboratory of Microbial Technology, Shandong University, Qingdao 266200, ChinaState Key Laboratory of Microbial Technology, Shandong University, Qingdao 266200, ChinaState Key Laboratory of Microbial Technology, Shandong University, Qingdao 266200, ChinaState Key Laboratory of Microbial Technology, Shandong University, Qingdao 266200, ChinaUsing alkyl halides to tag reactive sulfur species (RSSs) (H<sub>2</sub>S, per/polysulfide, and protein-SSH) is an extensively applied approach. The underlying supposition is that, as with thiols, RSS reacts with alkyl halides via a nucleophilic substitution reaction. We found that this supposition is facing a challenge. RSS also initiates a reductive dehalogenation reaction, which generates the reduced unloaded tag and oxidized RSS. Therefore, RSS content in bio-samples might be underestimated, and its species might not be precisely determined when using alkyl halide agents for its analysis. To calculate to the extent of this underestimation, further studies are still required.https://www.mdpi.com/2076-3921/11/8/1583RSSalkyl halidesmBBrIAB
spellingShingle Xiaohua Wu
Yuping Xin
Qingda Wang
Yongzhen Xia
Luying Xun
Huaiwei Liu
A Caveat When Using Alkyl Halides as Tagging Agents to Detect/Quantify Reactive Sulfur Species
Antioxidants
RSS
alkyl halides
mBBr
IAB
title A Caveat When Using Alkyl Halides as Tagging Agents to Detect/Quantify Reactive Sulfur Species
title_full A Caveat When Using Alkyl Halides as Tagging Agents to Detect/Quantify Reactive Sulfur Species
title_fullStr A Caveat When Using Alkyl Halides as Tagging Agents to Detect/Quantify Reactive Sulfur Species
title_full_unstemmed A Caveat When Using Alkyl Halides as Tagging Agents to Detect/Quantify Reactive Sulfur Species
title_short A Caveat When Using Alkyl Halides as Tagging Agents to Detect/Quantify Reactive Sulfur Species
title_sort caveat when using alkyl halides as tagging agents to detect quantify reactive sulfur species
topic RSS
alkyl halides
mBBr
IAB
url https://www.mdpi.com/2076-3921/11/8/1583
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