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• W2972321869 abstract "Abstract N -nitroso-containing natural products are bioactive metabolites with antibacterial and anticancer properties. In particular, compounds containing the diazeniumdiolate ( N -nitrosohydroxylamine) group display a wide range of bioactivities ranging from cytotoxicity to metal chelation. Despite the importance of this structural motif, knowledge of its biosynthesis is limited. Herein, we describe the discovery of a biosynthetic gene cluster in Streptomyces alanosinicus ATCC 15710 responsible for producing the diazeniumdiolate natural product L -alanosine. Gene disruption and stable isotope feeding experiments identified essential biosynthetic genes and revealed the nitrogen source of the N -nitroso group. Additional biochemical characterization of the biosynthetic enzymes revealed that the non-proteinogenic amino acid L -2,3-diaminopropionic acid ( L -Dap) is synthesized and loaded onto a peptidyl carrier protein (PCP) domain in L -alanosine biosynthesis, which we propose may be a mechanism of handling unstable intermediates generated en route to the diazeniumdiolate. This research framework will facilitate efforts to determine the biochemistry of diazeniumdiolate formation." @default.
• W2972321869 created "2019-09-19" @default.
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• W2972321869 date "2019-09-12" @default.
• W2972321869 modified "2023-09-24" @default.
• W2972321869 title "The L-alanosine gene cluster encodes a pathway for diazeniumdiolate biosynthesis" @default.
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• W2972321869 doi "https://doi.org/10.1101/763607" @default.
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