19199-46-3Relevant academic research and scientific papers
Photoenzymatic Reductions Enabled by Direct Excitation of Flavin-Dependent "Ene"-Reductases
Sandoval, Braddock A.,Clayman, Phillip D.,Oblinsky, Daniel G.,Oh, Seokjoon,Nakano, Yuji,Bird, Matthew,Scholes, Gregory D.,Hyster, Todd K.
supporting information, p. 1735 - 1739 (2021/01/25)
Non-natural photoenzymatic reactions reported to date have depended on the excitation of electron donor-acceptor complexes formed between substrates and cofactors within protein active sites to facilitate electron transfer. While this mechanism has unlocked new reactivity, it limits the types of substrates that can be involved in this area of catalysis. Here we demonstrate that direct excitation of flavin hydroquinone within "ene"-reductase active sites enables new substrates to participate in photoenzymatic reactions. We found that by using photoexcitation these enzymes gain the ability to reduce acrylamides through a single electron transfer mechanism.
Erratum: Photoenzymatic Reductions Enabled by Direct Excitation of Flavin-Dependent 'Ene'-Reductases (J. Am. Chem. Soc. (2021) 143:4 (1735-1739) DOI: 10.1021/jacs.0c11494)
Sandoval, Braddock A.,Clayman, Phillip D.,Oblinsky, Daniel G.,Oh, Seokjoon,Nakano, Yuji,Bird, Matthew,Scholes, Gregory D.,Hyster, Todd K.
supporting information, p. 3662 - 3662 (2021/04/09)
Support by the Department of Energy was inadvertently left out of the Acknowledgments and a coauthor's name was misspelled in the Supporting Information. The scientific part of the manuscript remains unchanged. The complete correct Acknowledgment paragraph is as follows.
Aldehyde-Promoted One-Pot Regiospecific Synthesis of Acrylamides Using an in Situ Generated Molybdenum Tetracarbonyl Amine [Mo(CO)4(amine)2] Complex
Nagarsenkar, Atulya,Prajapti, Santosh Kumar,Guggilapu, Sravanthi Devi,Nagendra Babu, Bathini
supporting information, p. 4592 - 4595 (2015/09/28)
A novel complex system generated in situ from Mo(CO)6 and an amine is described for the regiospecific aminocarbonylation of various terminal alkynes. The Mo(CO)6-amine system played a dual role as complexing agent and as CO donor, thus making this process palladium-free.
P450-catalyzed asymmetric cyclopropanation of electron-deficient olefins under aerobic conditions
Renata, Hans,Wang, Z. Jane,Kitto, Rebekah Z.,Arnold, Frances H.
, p. 3640 - 3643 (2015/02/05)
A variant of P450 from Bacillus megaterium five mutations away from wild type is a highly active catalyst for cyclopropanation of a variety of acrylamide and acrylate olefins with ethyl diazoacetate (EDA). The very high rate of reaction enabled by histidine ligation allowed the reaction to be conducted under aerobic conditions. The promiscuity of this catalyst for a variety of substrates containing amides has enabled synthesis of a small library of precursors to levomilnacipran derivatives. This journal is
High-yielding synthesis of 2-arylacrylamides via homogeneous catalytic aminocarbonylation of α-iodostyrene and α,α′-diiodo-1,4-divinylbenzene
Takács, Attila,Farkas, Roland,Kollár, László
, p. 61 - 66 (2008/03/17)
Highly reactive iodoalkenes (α-iodostyrene and α,α′-diiodo-1,4-divinylbenzene) were prepared and used as substrates in palladium-catalysed aminocarbonylation reaction. Regardless of the type of amine nucleophile the corresponding N-substituted phenylacryl
