Mechanisms of reactions of flavin mononucleotide triplet with aromatic amino acids.

Chemical reactions between the photoexcited triplet state of flavin mononucleotide and the aromatic amino acids, N-acetyl tryptophan (TrpH), N-acetyl tyrosine (TyrOH), and N-acetyl histidine (HisH) in aqueous solution have been studied in the pH range 2-12. Across the whole pH range, the principal m...

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Main Authors: Tsentalovich, Y, Lopez, J, Hore, P, Sagdeev, R
Format: Journal article
Language:English
Published: 2002
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author Tsentalovich, Y
Lopez, J
Hore, P
Sagdeev, R
author_facet Tsentalovich, Y
Lopez, J
Hore, P
Sagdeev, R
author_sort Tsentalovich, Y
collection OXFORD
description Chemical reactions between the photoexcited triplet state of flavin mononucleotide and the aromatic amino acids, N-acetyl tryptophan (TrpH), N-acetyl tyrosine (TyrOH), and N-acetyl histidine (HisH) in aqueous solution have been studied in the pH range 2-12. Across the whole pH range, the principal mechanism of reaction of both TrpH and TyrOH is shown to be electron transfer. For HisH, the mechanism and rate of the reaction depend on the protonation state of the reactants. In acidic conditions (pH < 4), reaction does not occur. At 4 < pH < 11, the reaction proceeds via hydrogen atom abstraction with a rate constant varying from 3.0 x 10(6) to 2.5 x 10(8) M(-1) s(-1). In extremely basic solution (pH > 12) the mechanism switches to electron transfer.
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spelling oxford-uuid:94193770-a06c-43c6-957f-e26b1735fa262022-03-26T23:36:53ZMechanisms of reactions of flavin mononucleotide triplet with aromatic amino acids.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:94193770-a06c-43c6-957f-e26b1735fa26EnglishSymplectic Elements at Oxford2002Tsentalovich, YLopez, JHore, PSagdeev, RChemical reactions between the photoexcited triplet state of flavin mononucleotide and the aromatic amino acids, N-acetyl tryptophan (TrpH), N-acetyl tyrosine (TyrOH), and N-acetyl histidine (HisH) in aqueous solution have been studied in the pH range 2-12. Across the whole pH range, the principal mechanism of reaction of both TrpH and TyrOH is shown to be electron transfer. For HisH, the mechanism and rate of the reaction depend on the protonation state of the reactants. In acidic conditions (pH < 4), reaction does not occur. At 4 < pH < 11, the reaction proceeds via hydrogen atom abstraction with a rate constant varying from 3.0 x 10(6) to 2.5 x 10(8) M(-1) s(-1). In extremely basic solution (pH > 12) the mechanism switches to electron transfer.
spellingShingle Tsentalovich, Y
Lopez, J
Hore, P
Sagdeev, R
Mechanisms of reactions of flavin mononucleotide triplet with aromatic amino acids.
title Mechanisms of reactions of flavin mononucleotide triplet with aromatic amino acids.
title_full Mechanisms of reactions of flavin mononucleotide triplet with aromatic amino acids.
title_fullStr Mechanisms of reactions of flavin mononucleotide triplet with aromatic amino acids.
title_full_unstemmed Mechanisms of reactions of flavin mononucleotide triplet with aromatic amino acids.
title_short Mechanisms of reactions of flavin mononucleotide triplet with aromatic amino acids.
title_sort mechanisms of reactions of flavin mononucleotide triplet with aromatic amino acids
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