Modulation of Flavin Recognition and Redox Properties through Donor Atom−π Interactions

Autor:	Vincent M. Rotello, Christopher J. Keenan, Eric C. Breinlinger
Rok vydání:	1998
Předmět:	Chemistry General Chemistry Flavin group Biochemistry Redox Catalysis Ion Crystallography Colloid and Surface Chemistry Electrostatic attraction Computational chemistry Modulation Polarizability FLOX Atom
Zdroj:	Journal of the American Chemical Society. 120:8606-8609
ISSN:	1520-5126 0002-7863
DOI:	10.1021/ja9809556
Popis:	Computational and experimental model studies establish the importance of donor atom−π bonding on the recognition and function of flavins. This noncovalent interaction arises from electrostatic attraction between electron-rich (donor) atoms and electron-deficient aromatic systems. The electrostatic origin of this bonding was verified through comparison of binding of model receptors to flavin in both oxidized (Flox) and radical anion (Flrad-) forms: Interaction was strongest with the electron-poor Flox and was greatly attenuated with the comparatively electron-rich Flrad-. Other factors determining the magnitudes of these donor−π interaction are the size and polarizability of the donor atom.
Databáze:	OpenAIRE
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