FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2897072783> ?p ?o ?g. }

• W2897072783 endingPage "10768" @default.
• W2897072783 startingPage "10761" @default.
• W2897072783 abstract "Thaxtomins are a group of phytotoxic diketopiperazines produced by tens of plant pathogenic Streptomyces strains and have received considerable attention as bioherbicide. To synthesize thaxtomin analogue libraries for herbicide development, we here develop an in vitro biocombinatorial approach. We first prepared two recombinant single-module multifunctional nonribosomal peptide synthetases (NRPSs), TxtA and TxtB. Biochemical studies revealed that TxtA and TxtB tolerated small substituents on the aromatic moiety of l-Phe and l-Trp, respectively. Intriguingly, TxtB showed a control of the substrate scopes of TxtA and a previously characterized, pathway-specific nitration promoting P450 TxtE. We further demonstrated that the methyltransferase (MT) domain of TxtA and TxtB posed a minimal influence on the assembly of the diketopiperazine core by other domains of these two enzymes, providing a way for structural diversification. The pathway-specific bifunctional P450 TxtC was then recombinantly produced in Escherichia coli after being fused with the reductase domain of P450BM3. Biochemical and kinetic studies indicated that this self-sufficient biocatalyst promoted two hydroxylation reactions first on the aliphatic C14 and then the aromatic C20 of thaxtomin D to sequentially produce thaxtomin B and A. Using these enzymes, a one-pot biocatalytic reaction was developed to synthesize 124 thaxtomin analogues, whose structures were validated in high-resolution MS, tandem MS, and sometimes 1D and 2D NMR analysis. Select thaxtomin analogues showed potent herbicidal activities in radish seedling assay. This work demonstrated the feasibility of biocombinatorial synthesis in the creation of natural product-like libraries and provided useful insights into the model of diketopiperazine structural diversity generation in nature, aiding the development of bioactive peptidic compounds in general." @default.
• W2897072783 created "2018-10-26" @default.
• W2897072783 creator A5007173704 @default.
• W2897072783 creator A5009631204 @default.
• W2897072783 creator A5023444462 @default.
• W2897072783 creator A5040683433 @default.
• W2897072783 creator A5044544424 @default.
• W2897072783 creator A5048322569 @default.
• W2897072783 creator A5058112632 @default.
• W2897072783 creator A5081785929 @default.
• W2897072783 date "2018-10-10" @default.
• W2897072783 modified "2023-09-27" @default.
• W2897072783 title "One-Pot Biocombinatorial Synthesis of Herbicidal Thaxtomins" @default.
• W2897072783 cites W1497083865 @default.
• W2897072783 cites W1951469402 @default.
• W2897072783 cites W1969794321 @default.
• W2897072783 cites W1970537529 @default.
• W2897072783 cites W1970847421 @default.
• W2897072783 cites W1979837779 @default.
• W2897072783 cites W1982793579 @default.
• W2897072783 cites W1989829365 @default.
• W2897072783 cites W2004263583 @default.
• W2897072783 cites W2007948262 @default.
• W2897072783 cites W2016018281 @default.
• W2897072783 cites W2016605307 @default.
• W2897072783 cites W2019718201 @default.
• W2897072783 cites W2022939277 @default.
• W2897072783 cites W2043249773 @default.
• W2897072783 cites W2050143554 @default.
• W2897072783 cites W2052642684 @default.
• W2897072783 cites W2060686710 @default.
• W2897072783 cites W2062785923 @default.
• W2897072783 cites W2071501627 @default.
• W2897072783 cites W2072553353 @default.
• W2897072783 cites W2073879336 @default.
• W2897072783 cites W2076915648 @default.
• W2897072783 cites W2080895748 @default.
• W2897072783 cites W2092452637 @default.
• W2897072783 cites W2097159156 @default.
• W2897072783 cites W2128830439 @default.
• W2897072783 cites W2136225589 @default.
• W2897072783 cites W2146804295 @default.
• W2897072783 cites W2224175912 @default.
• W2897072783 cites W2226415367 @default.
• W2897072783 cites W2260734753 @default.
• W2897072783 cites W2272308134 @default.
• W2897072783 cites W2272494655 @default.
• W2897072783 cites W2318675402 @default.
• W2897072783 cites W2319095867 @default.
• W2897072783 cites W2321091176 @default.
• W2897072783 cites W2477942967 @default.
• W2897072783 cites W2561803592 @default.
• W2897072783 cites W2602946330 @default.
• W2897072783 cites W2605327949 @default.
• W2897072783 cites W2741590375 @default.
• W2897072783 cites W2742803394 @default.
• W2897072783 cites W2753890186 @default.
• W2897072783 cites W2756410954 @default.
• W2897072783 cites W2761036739 @default.
• W2897072783 cites W2766017555 @default.
• W2897072783 cites W2767482390 @default.
• W2897072783 cites W2769554577 @default.
• W2897072783 cites W2772427550 @default.
• W2897072783 cites W2791410839 @default.
• W2897072783 cites W2792157466 @default.
• W2897072783 cites W2795317759 @default.
• W2897072783 cites W2796432384 @default.
• W2897072783 cites W2800749423 @default.
• W2897072783 cites W2951230724 @default.
• W2897072783 cites W67766290 @default.
• W2897072783 doi "https://doi.org/10.1021/acscatal.8b03317" @default.
• W2897072783 hasPublicationYear "2018" @default.
• W2897072783 type Work @default.
• W2897072783 sameAs 2897072783 @default.
• W2897072783 citedByCount "14" @default.
• W2897072783 countsByYear W28970727832019 @default.
• W2897072783 countsByYear W28970727832020 @default.
• W2897072783 countsByYear W28970727832021 @default.
• W2897072783 countsByYear W28970727832023 @default.
• W2897072783 crossrefType "journal-article" @default.
• W2897072783 hasAuthorship W2897072783A5007173704 @default.
• W2897072783 hasAuthorship W2897072783A5009631204 @default.
• W2897072783 hasAuthorship W2897072783A5023444462 @default.
• W2897072783 hasAuthorship W2897072783A5040683433 @default.
• W2897072783 hasAuthorship W2897072783A5044544424 @default.
• W2897072783 hasAuthorship W2897072783A5048322569 @default.
• W2897072783 hasAuthorship W2897072783A5058112632 @default.
• W2897072783 hasAuthorship W2897072783A5081785929 @default.
• W2897072783 hasConcept C104317684 @default.
• W2897072783 hasConcept C154881586 @default.
• W2897072783 hasConcept C161790260 @default.
• W2897072783 hasConcept C181199279 @default.
• W2897072783 hasConcept C185592680 @default.
• W2897072783 hasConcept C191503008 @default.
• W2897072783 hasConcept C21951064 @default.
• W2897072783 hasConcept C2776568683 @default.
• W2897072783 hasConcept C2777379556 @default.
• W2897072783 hasConcept C2779920670 @default.

• next