Model Systems for Flavoenzyme Activity: Interplay of Hydrogen Bonding and Aromatic Stacking in Cofactor Redox Modulation

Mark Gray; Allan J. Goodman; Joseph B. Carroll; Kevin Bardon; Michael Markey; Graeme Cooke; Vincent M. Rotello

doi:10.1021/ol036279g

Model Systems for Flavoenzyme Activity: Interplay of Hydrogen Bonding and Aromatic Stacking in Cofactor Redox Modulation

Mark Gray, Allan J. Goodman, Joseph B. Carroll, Kevin Bardon, Michael Markey, Graeme Cooke, Vincent M. Rotello

School of Engineering & Physical Sciences

Research output: Contribution to journal › Article › peer-review

43 Citations (Scopus)

Abstract

(Equation presented) A model system has been developed to study the synergy between aromatic stacking and hydrogen bonding in the binding of a flavin derivative. The results show that the identity of both the hydrogen bonding and p-stacking units strongly determine the overall receptor affinity for flavin in both the oxidized and radical anion forms.

Original language	English
Pages (from-to)	385-388
Number of pages	4
Journal	Organic Letters
Volume	6
Issue number	3
DOIs	https://doi.org/10.1021/ol036279g
Publication status	Published - 5 Feb 2004

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title = "Model Systems for Flavoenzyme Activity: Interplay of Hydrogen Bonding and Aromatic Stacking in Cofactor Redox Modulation",

abstract = "(Equation presented) A model system has been developed to study the synergy between aromatic stacking and hydrogen bonding in the binding of a flavin derivative. The results show that the identity of both the hydrogen bonding and p-stacking units strongly determine the overall receptor affinity for flavin in both the oxidized and radical anion forms.",

author = "Mark Gray and Goodman, \{Allan J.\} and Carroll, \{Joseph B.\} and Kevin Bardon and Michael Markey and Graeme Cooke and Rotello, \{Vincent M.\}",

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T2 - Interplay of Hydrogen Bonding and Aromatic Stacking in Cofactor Redox Modulation

AU - Gray, Mark

AU - Goodman, Allan J.

AU - Carroll, Joseph B.

AU - Bardon, Kevin

AU - Markey, Michael

AU - Cooke, Graeme

AU - Rotello, Vincent M.

PY - 2004/2/5

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N2 - (Equation presented) A model system has been developed to study the synergy between aromatic stacking and hydrogen bonding in the binding of a flavin derivative. The results show that the identity of both the hydrogen bonding and p-stacking units strongly determine the overall receptor affinity for flavin in both the oxidized and radical anion forms.

AB - (Equation presented) A model system has been developed to study the synergy between aromatic stacking and hydrogen bonding in the binding of a flavin derivative. The results show that the identity of both the hydrogen bonding and p-stacking units strongly determine the overall receptor affinity for flavin in both the oxidized and radical anion forms.

UR - https://www.scopus.com/pages/publications/1342306671

U2 - 10.1021/ol036279g

DO - 10.1021/ol036279g

M3 - Article

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EP - 388

JO - Organic Letters

JF - Organic Letters

IS - 3

ER -

Model Systems for Flavoenzyme Activity: Interplay of Hydrogen Bonding and Aromatic Stacking in Cofactor Redox Modulation

Abstract

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