Literature DB >> 26412492

Solving the 170-Year-Old Mystery About Red-Violet and Blue Transient Intermediates in the Gmelin Reaction.

Yin Gao1, Abouzar Toubaei1, Xianqi Kong1, Gang Wu2.   

Abstract

The Gmelin reaction between nitroprusside and sulfides in aqueous solution is known to produce two transient intermediates with distinct colors: an initial red-violet intermediate that subsequently converts into a blue intermediate. In this work, we use a combination of multinuclear ((17) O, (15) N, (13) C) NMR, UV/Vis, IR spectroscopic techniques and quantum chemical computation to show unequivocally that the red-violet intermediate is [Fe(CN)5 N(O)S](4-) and the blue intermediate is [Fe(CN)5 N(O)SS)](4-) . While the formation of [Fe(CN)5 N(O)S](4-) has long been postulated in the literature, this study provides the most direct proof of its structure. In contrast, [Fe(CN)5 N(O)SS)](4-) represents the first example of any metal coordination complex containing a perthionitro ligand. The new reaction pathways found in this study not only provide clues for the mode of action of nitroprusside for its pharmacological activity, but also have broader implications to the biological role of H2 S, potential reactions between H2 S and nitric oxide donor compounds, and the possible biological function of polysulfides.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  NMR spectroscopy; hydrogen sulfide; nitroprusside; perthionitrite; thionitrite

Mesh:

Substances:

Year:  2015        PMID: 26412492     DOI: 10.1002/chem.201503353

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  4 in total

1.  Thionitrite (SNO- ) and Perthionitrite (SSNO- ) are Simple Synthons for Nitrosylated Iron Sulfur Clusters.

Authors:  Tobias J Sherbow; Wen Fu; Lizhi Tao; Lev N Zakharov; R David Britt; Michael D Pluth
Journal:  Angew Chem Int Ed Engl       Date:  2022-06-02       Impact factor: 16.823

Review 2.  Hydrogen Sulfide Biochemistry and Interplay with Other Gaseous Mediators in Mammalian Physiology.

Authors:  Alessandro Giuffrè; João B Vicente
Journal:  Oxid Med Cell Longev       Date:  2018-06-27       Impact factor: 6.543

3.  17O NMR spectroscopy-assisted in vitro bioactivity studies of the intermediates formed via Na2S and RSNO cross-linking reactions.

Authors:  Xingyu Zhu; Yin Gao
Journal:  RSC Adv       Date:  2020-10-29       Impact factor: 4.036

4.  Thionitrite and Perthionitrite in NO Signaling at Zinc.

Authors:  Valiallah Hosseininasab; Jeffery A Bertke; Timothy H Warren
Journal:  Angew Chem Int Ed Engl       Date:  2021-08-23       Impact factor: 16.823

  4 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.