Addition of dioxygen to an N4S(thiolate) iron(II) cysteine dioxygenase model gives a structurally characterized sulfinato-iron(II) complex.

Journal of the American Chemical Society
Alison C McQuilkenDavid P Goldberg

Abstract

The non-heme iron enzyme cysteine dioxygenase (CDO) catalyzes the S-oxygenation of cysteine by O(2) to give cysteine sulfinic acid. The synthesis of a new structural and functional model of the cysteine-bound CDO active site, [Fe(II)(N3PyS)(CH(3)CN)]BF(4) (1) is reported. This complex was prepared with a new facially chelating 4N/1S(thiolate) pentadentate ligand. The reaction of 1 with O(2) resulted in oxygenation of the thiolate donor to afford the doubly oxygenated sulfinate product [Fe(II)(N3PySO(2))(NCS)] (2), which was crystallographically characterized. The thiolate donor provided by the new N3PyS ligand has a dramatic influence on the redox potential and O(2) reactivity of this Fe(II) model complex.

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Citations

Jul 4, 2013·Inorganic Chemistry·William B Tolman
Sep 18, 2013·Journal of the American Chemical Society·Alison C McQuilkenDavid P Goldberg
Jul 21, 2012·Dalton Transactions : an International Journal of Inorganic Chemistry·Alison C McQuilken, David P Goldberg
Jun 21, 2012·Organic & Biomolecular Chemistry·Luis E Gonzalez-OvalleSam P de Visser
Feb 27, 2016·Journal of the American Chemical Society·Alison C McQuilkenDavid P Goldberg
Aug 26, 2015·Accounts of Chemical Research·Madleen Sallmann, Christian Limberg
Jun 21, 2012·Journal of the American Chemical Society·Jaeheung ChoWonwoo Nam
Mar 26, 2015·Inorganic Chemistry·Andrew C CavellWilliam R McNamara
Sep 1, 2016·Journal of the American Chemical Society·Sumit Sahu, David P Goldberg
Jul 8, 2017·Dalton Transactions : an International Journal of Inorganic Chemistry·Anne A FischerAdam T Fiedler
Jul 28, 2017·Journal of the American Chemical Society·Alex M ConferDavid P Goldberg
Oct 14, 2014·Protein Science : a Publication of the Protein Society·Camden M DriggersP Andrew Karplus
Dec 6, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·Chang-Chih HsiehYih-Chern Horng
May 16, 2019·Chemistry : a European Journal·Karunanithi AnandababuRamasamy Mayilmurugan
Apr 8, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Leland R WidgerDavid P Goldberg
Apr 22, 2020·Dalton Transactions : an International Journal of Inorganic Chemistry·Gourab MukherjeeSam P de Visser
Feb 2, 2017·Dalton Transactions : an International Journal of Inorganic Chemistry·Liu Leo LiuDouglas W Stephan
Jan 25, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Peter E SuesRobert H Morris
Apr 27, 2021·Inorganic Chemistry·Maksym A DedushkoJulie A Kovacs
Jul 10, 2021·Inorganic Chemistry·Yahya M AlbkuriR Tom Baker
Mar 15, 2018·Journal of the American Chemical Society·Thomas M PangiaDavid P Goldberg
Oct 28, 2019·Journal of the American Chemical Society·Jesse B GordonDavid P Goldberg
Aug 21, 2021·Inorganic Chemistry·Martin BörnerBerthold Kersting
Jun 28, 2019·Journal of the American Chemical Society·Vishal YadavDavid P Goldberg
Dec 30, 2016·Journal of the American Chemical Society·Gloria Villar-AcevedoJulie A Kovacs
Feb 15, 2020·Inorganic Chemistry·Lianke WangCarole Duboc
Sep 28, 2021·Dalton Transactions : an International Journal of Inorganic Chemistry·Danushka M EkanayakeAdam T Fiedler

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