sulfinic acid【有化】 - PMC

Published in final edited form as: Free Radic Biol Med. 2020 Feb 20; 148: 96–107. Published online 2019 Dec 26. doi: 10.1016/j.freeradbiomed.2019.12.030

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A Chemical Approach for the Detection of Protein Sulfinylation

Mauro Lo Conte, Jiusheng Lin, Mark A. Wilson, Kate S. Carroll

ACS Chem Biol. Author manuscript; available in PMC 2016 Aug 21.

Published in final edited form as: ACS Chem Biol. 2015 Aug 21; 10(8): 1825–1830. Published online 2015 Jun 17. doi: 10.1021/acschembio.5b00124

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Chalcogen Bonds in Selenocysteine Seleninic Acid, a Functional GPx Constituent, and in Other Seleninic or Sulfinic Acid Derivatives

Abhishek Tripathi, Andrea Daolio, Dr. Andrea Pizzi, Dr. Prof. Zhifang Guo, Dr. Prof. David R. Turner, Dr. Alberto Baggioli, Dr. Prof. Antonino Famulari, Dr. Prof. Glen B. Deacon, Dr. Prof. Giuseppe Resnati, Dr. Prof. Harkesh B. Singh

Chem Asian J. 2021 Aug 16; 16(16): 2351–2360. Published online 2021 Jul 16. doi: 10.1002/asia.202100545

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Global Analysis of Myocardial Peptides Containing Cysteines With Irreversible Sulfinic and Sulfonic Acid Post-Translational Modifications

Jana Paulech, Kiersten A. Liddy, Kasper Engholm-Keller, Melanie Y. White, Stuart J. Cordwell

Mol Cell Proteomics. 2015 Mar; 14(3): 609–620. Published online 2015 Jan 5. doi: 10.1074/mcp.M114.044347

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An increase in surface hydrophobicity mediates chaperone activity in N-chlorinated RidA

Marharyta Varatnitskaya, Julia Fasel, Alexandra Müller, Natalie Lupilov, Yunlong Shi, Kristin Fuchs, Marco Krewing, Christoph Jung, Timo Jacob, Barbara Sitek, Julia E. Bandow, Kate S. Carroll, Eckhard Hofmann, Lars I. Leichert

Redox Biol. 2022 Jul; 53: 102332. Published online 2022 May 7. doi: 10.1016/j.redox.2022.102332

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Agonists and hydrogen peroxide mediate hyperoxidation of β2-adrenergic receptor in airway epithelial cells: Implications for tachyphylaxis to β2-agonists in constrictive airway disorders

Kirti Singh, Razan L. Teyani, Nader H. Moniri

Biomed Pharmacother. Author manuscript; available in PMC 2024 Feb 5.

Published in final edited form as: Biomed Pharmacother. 2023 Dec; 168: 115763. Published online 2023 Oct 20. doi: 10.1016/j.biopha.2023.115763

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Harnessing redox cross-reactivity to profile distinct cysteine modifications

Jaimeen D. Majmudar, Aaron M. Konopko, Kristin J. Labby, Christopher T.M.B. Tom, John E. Crellin, Ashesh Prakash, Brent R. Martin

J Am Chem Soc. Author manuscript; available in PMC 2017 Feb 17.

Published in final edited form as: J Am Chem Soc. 2016 Feb 17; 138(6): 1852–1859. Published online 2016 Feb 5. doi: 10.1021/jacs.5b06806

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The Dual-Targeted Plant Sulfiredoxin Retroreduces the Sulfinic Form of Atypical Mitochondrial Peroxiredoxin

Iván Iglesias-Baena, Sergio Barranco-Medina, Francisca Sevilla, Juan-José Lázaro

Plant Physiol. 2011 Feb; 155(2): 944–955. Published online 2010 Dec 7. doi: 10.1104/pp.110.166504

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Dramatic Influence of Ionic Liquid and Ultrasound Irradiation on the Electrophilic Sulfinylation of Aromatic Compounds by Sulfinic Esters

Ngoc-Lan Thi Nguyen, Hong-Thom Vo, Fritz Duus, Thi Xuan Thi Luu

Molecules. 2017 Sep; 22(9): 1458. Published online 2017 Sep 4. doi: 10.3390/molecules22091458

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Reduction of Cysteine Sulfinic Acid in Eukaryotic, Typical 2-Cys Peroxiredoxins by Sulfiredoxin

W. Todd Lowther, Alexina C. Haynes

Antioxid Redox Signal. 2011 Jul 1; 15(1): 99–109. doi: 10.1089/ars.2010.3564

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Benzothiazole Sulfinate: A Sulfinic Acid Transfer Reagent under Oxidation-Free Conditions

Jacob J. Day, Deshka L. Neill, Shi Xu, Ming Xian

Org Lett. Author manuscript; available in PMC 2018 Jul 21.

Published in final edited form as: Org Lett. 2017 Jul 21; 19(14): 3819–3822. Published online 2017 Jul 3. doi: 10.1021/acs.orglett.7b01693

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Cysteine Oxidation in Proteins: Structure, Biophysics, and Simulation

Diego Garrido Ruiz, Angelica Sandoval-Perez, Amith Vikram Rangarajan, Emma L. Gunderson, Matthew P. Jacobson

Biochemistry. 2022 Oct 18; 61(20): 2165–2176. Published online 2022 Sep 26. doi: 10.1021/acs.biochem.2c00349

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HNF4α Regulates CSAD to Couple Hepatic Taurine Production to Bile Acid Synthesis in Mice

Yifeng Wang, David Matye, Nga Nguyen, Yuxia Zhang, Tiangang Li

Gene Expr. 2018; 18(3): 187–196. Published online 2018 Aug 22. doi: 10.3727/105221618X15277685544442

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Redox Signaling by Reactive Electrophiles and Oxidants

Saba Parvez, Marcus J. C. Long, Jesse R. Poganik, Yimon Aye

Chem Rev. Author manuscript; available in PMC 2019 Sep 26.

Published in final edited form as: Chem Rev. 2018 Sep 26; 118(18): 8798–8888. Published online 2018 Aug 27. doi: 10.1021/acs.chemrev.7b00698

Correction in:: Chem Rev. 2019 Feb 21

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Cysteine Sulfinic Acid Decarboxylase Regulation: A Role for FXR and SHP in Murine Hepatic Taurine Metabolism

Thomas A. Kerr, Yuri Matsumoto, Hitoshi Matsumoto, Yan Xie, Lawrence L. Hirschberger, Martha H. Stipanuk, Sayeepriyadarshini Anakk, David D. Moore, Mitsuhiro Watanabe, Susan Kennedy, Nicholas O. Davidson

Hepatol Res. Author manuscript; available in PMC 2015 Oct 1.

Published in final edited form as: Hepatol Res. 2014 Oct; 44(10): E218–E228. Published online 2013 Oct 18. doi: 10.1111/hepr.12230

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Water-promoted C-S bond formation reactions

Peizhong Xie, Jinyu Wang, Yanan Liu, Jing Fan, Xiangyang Wo, Weishan Fu, Zuolian Sun, Teck-Peng Loh

Nat Commun. 2018; 9: 1321. Published online 2018 Apr 3. doi: 10.1038/s41467-018-03698-8

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Bromide ion promoted practical synthesis of phosphinothioates of sulfinic acid derivatives and H-phosphine oxides

Haoyuan Li, Wenjie Yan, Peipei Ren, Huimin Hu, Runbo Sun, Meixia Liu, Zhengjiang Fu, Shengmei Guo, Hu Cai

RSC Adv. 2022 Nov 9; 12(50): 32350–32354. Published online 2022 Nov 15. doi: 10.1039/d2ra06351d

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Palladium-catalyzed regioselective hydrosulfonylation of allenes with sulfinic acids

Luan-Ying Li, Bo-Rong Leng, Jia-Zhuo Li, Qing-Quan Liu, Jianguang Yu, Ping Wei, De-Cai Wang, Yi-Long Zhu

RSC Adv. 2022 Mar 15; 12(14): 8443–8448. Published online 2022 Mar 18. doi: 10.1039/d1ra09036d

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PMC Images search for sulfinic acid【有化】

Figure 1 |Development of electrophilic nitrogen species (ENS) for labeling sulfinic acids.

(a) The sulfur atom of cysteine has the ability to assume many different oxidation states. As the balance between H₂O₂ production and catabolism changes, adaption occurs with subsequent activation of signaling pathways via protein cysteine OxiPTM, which may be reversible or irreversible. An excessive imbalance can lead to cellular transformation or cell death. (b) General ENS approach for labeling of sulfinic acid in the presence of thiols. (c) Sulfinic acid nitroso ligation (SNL). (d) Reactivity of sulfinic acids and thiols with S-nitrosothiols. (e) Diazonium salts react with both sulfinic acids and thiols, generating a reversible adduct. (f) Electron-deficient diazenes promote covalent modification of sulfinic acids to give a stable sulfonamide adduct.

Chemical Proteomics Reveals New Targets of Cysteine Sulfinic Acid Reductase

Nat Chem Biol. ;14(11):995-1004.
Scheme 2

Synthesis of L‐selenocysteine seleninic acid (1 a) and molecular structure of L‐cysteine sulfinic acid (2 a).

Chalcogen Bonds in Selenocysteine Seleninic Acid, a Functional GPx Constituent, and in Other Seleninic or Sulfinic Acid Derivatives

Chem Asian J. 2021 Aug 16;16(16):2351-2360.
Scheme 4

Chemical formulas of selected sulfinic acid derivatives from the CSD showing the presence of ChB(s) in respective crystals.

Chalcogen Bonds in Selenocysteine Seleninic Acid, a Functional GPx Constituent, and in Other Seleninic or Sulfinic Acid Derivatives

Chem Asian J. 2021 Aug 16;16(16):2351-2360.
Scheme 1

Condensation reaction between a C-nitroso compound and aryl sulfinic acid.

Chemoselective Ligation of Sulfinic Acids with Aryl-Nitroso Compounds

Angew Chem Int Ed Engl. ;51(26):6502-6505.