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- W2063274596 abstract "Kosinostatin (KST), an antitumor antibiotic, features a pyrrolopyrrole moiety spirally jointed to a five-membered ring of an anthraquinone framework glycosylated with a γ-branched octose. By a combination of in silico analysis, genetic characterization, biochemical assay, and precursor feeding experiments, a biosynthetic pathway for KST was proposed, which revealed (1) the pyrrolopyrrole moiety originates from nicotinic acid and ribose, (2) the bicyclic amidine is constructed by a process similar to the tryptophan biosynthetic pathway, and (3) a discrete adenylation enzyme and a peptidyl carrier protein (PCP) are responsible for producing a PCP-tethered building block parallel to type II polyketide synthase (PKS) rather than for the PKS priming step by providing the starter unit. These findings provide an opportunity to further explore the inexplicable enzymatic logic that governs the formation of pyrrolopyrrole moiety and the spirocyclic skeleton. • Analysis and characterization of the kosinostatin biosynthetic gene cluster • Pyrrolopyrrole moiety originates from nicotinic acid and ribose • Bicyclic amidine is constructed by a process similar to the tryptophan biosynthesis • A PCP-tethered building block is generated parallel to type II PKS Kosinostatin features a pyrrolopyrrole moiety spirally jointed to a five-membered ring of an anthraquinone framework glycosylated with a γ-branched octose. Ma et al. now establish the biosynthetic origin of these interesting features." @default.
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- W2063274596 date "2013-06-01" @default.
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- W2063274596 title "Unconventional Origin and Hybrid System for Construction of Pyrrolopyrrole Moiety in Kosinostatin Biosynthesis" @default.
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- W2063274596 doi "https://doi.org/10.1016/j.chembiol.2013.04.013" @default.
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