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• W4365442972 abstract "Abstract Flavin adenine dinucleotide (FAD) is an essential redox cofactor in cellular metabolism. The organic synthesis of FAD typically involves coupling flavin mononucleotide (FMN) with adenosine monophosphate, however, existing synthesis routes present limitations such as multiple steps, low yields, and/or difficult‐to‐obtain starting materials. In this study, we report the synthesis of FAD nucleobase analogues with guanine/cytosine/uracil in place of adenine and deoxyadenosine in place of adenosine using chemical and enzymatic approaches with readily available starting materials, achieved in 1–3 steps with moderate yields (10–57 %). We find that the enzymatic route using Methanocaldococcus jannaschii FMN adenylyltransferase ( Mj FMNAT) is versatile and can produce these FAD analogues in high yields. Further, we demonstrate that Escherichia coli glutathione reductase is capable of binding and using these analogues as cofactors. Finally, we show that FAD nucleobase analogues can be synthesized inside a cell from cellular substrates FMN and nucleoside triphosphates by the heterologous expression of Mj FMNAT. This lays the foundation for their use in studying the molecular role of FAD in cellular metabolism and as biorthogonal reagents in biotechnology and synthetic biology." @default.
• W4365442972 created "2023-04-15" @default.
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• W4365442972 date "2023-05-04" @default.
• W4365442972 modified "2023-10-12" @default.
• W4365442972 title "Efficient Chemical and Enzymatic Syntheses of FAD Nucleobase Analogues and Their Analysis as Enzyme Cofactors**" @default.
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• W4365442972 doi "https://doi.org/10.1002/cbic.202300055" @default.
• W4365442972 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/37051652" @default.
• W4365442972 hasPublicationYear "2023" @default.
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