scholarly journals Photoenzymatic epoxidation of styrenes

2019 ◽  
Vol 55 (12) ◽  
pp. 1790-1792 ◽  
Author(s):  
Morten M. C. H. van Schie ◽  
Caroline E. Paul ◽  
Isabel W. C. E. Arends ◽  
Frank Hollmann
Keyword(s):  
Flavin Adenine Dinucleotide ◽  
Photochemical Reduction ◽  
Styrene Monooxygenase

Photochemical reduction of flavin adenine dinucleotide (FAD) enables the direct, non-enzymatic regeneration of styrene monooxygenase for enantiospecific epoxidation reactions.

scholarly journals Bacterial degradation of styrene involving a novel flavin adenine dinucleotide-dependent styrene monooxygenase.

1990 ◽  
Vol 56 (5) ◽  
pp. 1347-1351 ◽  
Author(s):  
S Hartmans ◽  
M J van der Werf ◽  
J A de Bont
Keyword(s):  
Flavin Adenine Dinucleotide ◽  
Bacterial Degradation ◽  
Styrene Monooxygenase

scholarly journals Nature of the Reaction Intermediates in the Flavin Adenine Dinucleotide-Dependent Epoxidation Mechanism of Styrene Monooxygenase

Biochemistry ◽  
2011 ◽  
Vol 50 (4) ◽  
pp. 523-532 ◽  
Author(s):  
Auric Kantz ◽  
George T. Gassner
Keyword(s):  
Flavin Adenine Dinucleotide ◽  
Reaction Intermediates ◽  
Styrene Monooxygenase

Photochemical reduction of a C-F bond in derivatives of 2,3,3-trifluorocarboxylic acids

1976 ◽  
Vol 41 (3) ◽  
pp. 874-880 ◽  
Author(s):  
V. P. Šendrik ◽  
O. Paleta ◽  
V. Dědek
Keyword(s):  
Photochemical Reduction ◽  
Derivatives Of

Photocatalytic Effect of Fe(III) on Oxidation of Two-Carbon Substrates Related to Natural Waters

1994 ◽  
Vol 59 (5) ◽  
pp. 1066-1076 ◽  
Author(s):  
Šárka Klementová ◽  
Dana M. Wagnerová
Keyword(s):  
Mathematical Model ◽  
Natural Waters ◽  
Substrate Oxidation ◽  
Quantum Yields ◽  
Ferric Ions ◽  
Photochemical Reduction ◽  
Photocatalytic Effect ◽  
Carbon Substrates ◽  
Glyoxalic Acid ◽  
The Common

The influence of ferric ions on photoinitiated reaction of dioxygen with two carbon organic acids, aldehydes and alcohols related to natural waters was demonstrated. Photocatalytic effect of ferric ions, i.e. photochemical reduction of Fe(III) as the catalyst generating step, has been found to be the common principal of these reactions. The overall quantum yields of the reactions are in the range from 0.3 to 1.2. A mathematical model designed for the mechanism of cyclic generation of catalyst in the singlet substrate oxidation by O2 was applied to the system glyoxalic acid + Fe(III); a fair agreement between the simulated and experimental kinetic curves was obtained. The experimental rate constant is 4.4 .10-4 s -1.

scholarly journals Flavin Adenine Dinucleotide-Dependent Halogenase XanH and Engineering of Multifunctional Fusion Halogenases

2020 ◽  
Vol 86 (18) ◽  
Author(s):  
Lingxin Kong ◽  
Qing Wang ◽  
Zixin Deng ◽  
Delin You
Keyword(s):  
Protein Engineering ◽  
Fusion Protein ◽  
Natural Product ◽  
Flavin Adenine Dinucleotide ◽  
High Efficiency ◽  
Genetic Manipulation ◽  
Good Alternative ◽  
Limited Information ◽  
Flavin Reductase ◽  
Free Standing

ABSTRACT Xantholipin (compound 1), a polycyclic xanthone antibiotic, exhibited strong antibacterial activities and showed potent cytotoxicity. The biosynthetic gene cluster of compound 1 has been identified in our previous work, and the construction of xanthone nucleus has been well demonstrated. However, limited information of the halogenation involved in compound 1 biosynthesis is available. In this study, based on the genetic manipulation and biochemical assay, we characterized XanH as an indispensable flavin adenine dinucleotide (FAD)-dependent halogenase (FDH) for the biosynthesis of compound 1. XanH was found to be a bifunctional protein capable of flavin reduction and chlorination and exclusively used the NADH. However, the reduced flavin could not be fully and effectively utilized, and the presence of an extra flavin reductase (FDR) and chemical-reducing agent could promote the halogenation. XanH accepted its natural free-standing substrate with angular fused polycyclic aromatic systems. Meanwhile, it exhibited moderate halogenation activity and possessed high substrate specificity. The requirement of extra FDR for higher halogenation activity is tedious for future engineering. To facilitate efforts in engineering XanH derivative proteins, we constructed the self-sufficient FDR-XanH fusion proteins. The fusion protein E1 with comparable activities to that of XanH could be used as a good alternative for future protein engineering. Taken together, these findings reported here not only improve the understanding of polycyclic xanthones biosynthesis but also expand the substrate scope of FDH and pave the way for future engineering of biocatalysts for new active substance synthesis. IMPORTANCE Halogenation is important in medicinal chemistry and plays an essential role in the biosynthesis of active secondary metabolites. Halogenases have evolved to catalyze reactions with high efficiency and selectivity, and engineering efforts have been made to engage the selective reactivity in natural product biosynthesis. The enzymatic halogenations are an environmentally friendly approach with high regio- and stereoselectivity, which make it a potential complement to organic synthesis. FDHs constitute one of the most extensively elucidated class of halogenases; however, the inventory awaits to be expanded for biotechnology applications and for the generation of halogenated natural product analogues. In this study, XanH was found to reduce flavin and halogenated the freely diffusing natural substrate with an angular fused hexacyclic scaffold, findings which were different from those for the exclusively studied FDHs. Moreover, the FDR-XanH fusion protein E1 with comparable reactivity to that of XanH serves as a successful example of genetic fusions and sets an important stage for future protein engineering.

scholarly journals Photoinactivation of Porcine d-Amino Acid Oxidase with Flavin Adenine Dinucleotide

1973 ◽  
Vol 248 (18) ◽  
pp. 6339-6347
Author(s):  
Shiao-Chun Tu ◽  
Donald B. McCormick
Keyword(s):  
Amino Acid ◽  
Flavin Adenine Dinucleotide ◽  
Acid Oxidase ◽  
Amino Acid Oxidase

scholarly journals Identification of Flavin Adenine Dinucleotide and Heme in a Homogeneous Spermidine Dehydrogenase from Serratia marcescens

1970 ◽  
Vol 245 (20) ◽  
pp. 5424-5433 ◽  
Author(s):  
Celia White Tabor ◽  
Patricia Deal Kellogg
Keyword(s):  
Serratia Marcescens ◽  
Flavin Adenine Dinucleotide

scholarly journals Enabling Highly (R)-Enantioselective Epoxidation of Styrene by Engineering Unique Non-Natural P450 Peroxygenases

2021 ◽  
Author(s):  
Panxia Zhao ◽  
Jie Chen ◽  
Nana Ma ◽  
Jingfei Chen ◽  
Xiangquan Qin ◽  
...  
Keyword(s):  
Styrene Monooxygenase ◽  
Enantioselective Epoxidation

Unlike the excellent (S)-enantioselective epoxidation of styrene performed by natural styrene monooxygenase (ee >99%), the (R)-enantioselective epoxidation of styrene has not yet achieved a comparable efficiency using natural or engineered...

scholarly journals REVERSIBLE ENZYMATIC SYNTHESIS OF FLAVIN-ADENINE DINUCLEOTIDE

1950 ◽  
Vol 182 (2) ◽  
pp. 795-803 ◽  
Author(s):  
Anthony W. Schrecker ◽  
Arthur. Kornberg
Keyword(s):  
Enzymatic Synthesis ◽  
Flavin Adenine Dinucleotide
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