Literature DB >> 14677969

Model systems for flavoenzyme activity: relationships between cofactor structure, binding and redox properties.

Yves-Marie Legrand1, Mark Gray, Graeme Cooke, Vincent M Rotello.   

Abstract

A series of flavins were synthesized bearing electron-withdrawing and -donating substituents. The electrochemical properties of these flavins in a nonpolar solvent were determined. The recognition of these flavins by a diamidopyridine (DAP) receptor and the effect this receptor has on flavin redox potential was also quantified. It was found that the DAP-flavin binding affinity and the reduction potentials (E(1/2)) for both the DAP-bound and unbound flavins correlated well with functions derived from linear free energy relationships (LFERs). These results provide insight and predictive capability for the interplay of electronics and redox state-specific interactions for both abiotic and enzymatic systems.

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Year:  2003        PMID: 14677969     DOI: 10.1021/ja036940b

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  15 in total

1.  The redox potential of flavin derivatives as a mediator in biosensors.

Authors:  A H Pakiari; M Salarhaji; T Abdollahi; M Safapour
Journal:  J Mol Model       Date:  2021-02-28       Impact factor: 1.810

2.  Nucleophilic participation of reduced flavin coenzyme in mechanism of UDP-galactopyranose mutase.

Authors:  He G Sun; Mark W Ruszczycky; Wei-Chen Chang; Christopher J Thibodeaux; Hung-Wen Liu
Journal:  J Biol Chem       Date:  2011-12-20       Impact factor: 5.157

3.  Comparison of the Optoelectronic Performance of Neutral and Cationic Forms of Riboflavin.

Authors:  Gözde Murat Saltan; Deniz Aykut Kıymaz; Ceylan Zafer; Haluk Dinçalp
Journal:  J Fluoresc       Date:  2017-07-07       Impact factor: 2.217

Review 4.  Efficient use and recycling of the micronutrient iodide in mammals.

Authors:  Steven E Rokita; Jennifer M Adler; Patrick M McTamney; James A Watson
Journal:  Biochimie       Date:  2010-02-16       Impact factor: 4.079

5.  Synthesis of rigidified flavin-guanidinium ion conjugates and investigation of their photocatalytic properties.

Authors:  Harald Schmaderer; Mouchumi Bhuyan; Burkhard König
Journal:  Beilstein J Org Chem       Date:  2009-05-28       Impact factor: 2.883

6.  Hydrogen bond-free flavin redox properties: managing flavins in extreme aprotic solvents.

Authors:  Jose F Cerda; Ronald L Koder; Bruce R Lichtenstein; Christopher M Moser; Anne-Frances Miller; P Leslie Dutton
Journal:  Org Biomol Chem       Date:  2008-04-28       Impact factor: 3.876

7.  Synthesis and electrochemistry of 2-ethenyl and 2-ethanyl derivatives of 5-nitroimidazole and antimicrobial activity against Giardia lamblia.

Authors:  Carlos A Valdez; Jonathan C Tripp; Yukiko Miyamoto; Jaroslaw Kalisiak; Petr Hruz; Yolanda S Andersen; Sabrina E Brown; Karina Kangas; Leo V Arzu; Barbara J Davids; Frances D Gillin; Jacqueline A Upcroft; Peter Upcroft; Valery V Fokin; Diane K Smith; K Barry Sharpless; Lars Eckmann
Journal:  J Med Chem       Date:  2009-07-09       Impact factor: 7.446

8.  Crystal structure of iodotyrosine deiodinase, a novel flavoprotein responsible for iodide salvage in thyroid glands.

Authors:  Seth R Thomas; Patrick M McTamney; Jennifer M Adler; Nicole Laronde-Leblanc; Steven E Rokita
Journal:  J Biol Chem       Date:  2009-05-12       Impact factor: 5.157

9.  A novel bis(pinacolato)diboron-mediated N-O bond deoxygenative route to C6 benzotriazolyl purine nucleoside derivatives.

Authors:  Vikram Basava; Lijia Yang; Padmanava Pradhan; Mahesh K Lakshman
Journal:  Org Biomol Chem       Date:  2016-07-05       Impact factor: 3.876

10.  Linear free energy relationships reveal structural changes in hydrogen-bonded host-guest interactions.

Authors:  Jacqueline M McGrath; Michael D Pluth
Journal:  J Org Chem       Date:  2014-11-20       Impact factor: 4.354

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