Model Systems for Flavoenzyme Activity: Relationships between Cofactor Structure, Binding and Redox Properties
摘要:
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.
Duplex strand formation using alternating copolymers
作者:Hiroshi Nakade、M. Firat IlkerCurrent address: Department of、Brian J. Jordan、Oktay Uzun、Nicholas L. LaPointe、E. Bryan Coughlin、Vincent M. Rotello
DOI:10.1039/b502929e
日期:——
The regular arrangement of complementary diaminopyridine-thymine (DAP-THY) on alternating copolymers permits cooperativebinding events and the effective formation of well-controlled micrometre-scale aggregates.
Dendron-based model systems for flavoenzyme activity: towards a new class of synthetic flavoenzyme
作者:Sarit S. Agasti、Stuart T. Caldwell、Graeme Cooke、Brian J. Jordan、Andrew Kennedy、Nadiya Kryvokhyzha、Gouher Rabani、Subinoy Rana、Amitav Sanyal、Vincent M. Rotello
DOI:10.1039/b809568j
日期:——
Three generations of water-soluble flavin dendrons have been synthesized and the role dendrimer generation has on the physical and catalytic properties of these assemblies has been investigated.
Flavin as a photo-active acceptor for efficient energy and charge transfer in a model donor–acceptor system
作者:Xi Yu、Serkan Eymur、Vijay Singh、Boqian Yang、Murat Tonga、Amarnath Bheemaraju、Graeme Cooke、Chandramouleeswaran Subramani、Dhandapani Venkataraman、Robert J. Stanley、Vincent M. Rotello
DOI:10.1039/c2cp40073a
日期:——
A donorâacceptor dyad model system using a flavin moiety as a photo-active acceptor has been synthesized for an energy and photo-induced electron transfer study. The photophysical investigations of the dyad revealed a multi-path energy and electron transfer process with a very high transfer efficiency. The photo-activity of flavin was believed to play an important role in the process, implying the potential application of flavin as a novel acceptor molecule for photovoltaics.
Model Systems for Flavoenzyme Activity. Regulation of Flavin Recognition via Modulation of Receptor Hydrogen-Bond Donor−Acceptor Properties
作者:Robert Deans、Graeme Cooke、Vincent M. Rotello
DOI:10.1021/jo961877c
日期:1997.2.1
We have synthesized a new family of receptors for flavins based on 6-aryl-2,4-(acyldiamino)-s-triazines. In these synthetic hosts, systematic variation of the spatially remote substituents on the 6-aryl ring alters the hydrogen-bond-donating abilities of the amide functionality and the hydrogen-bond-accepting properties of the triazine N(3). This variation results in a strong modulation of the efficiency of flavin binding, with association constants for the receptor flavin complexes ranging over an 8-fold range.
Model Systems for Flavoenzyme Activity. Molecular Recognition of Flavin at the Polymer−Liquid Interface