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- W2111967751 abstract "Abstract The tunicate‐associated strain Streptomyces sp. JP90 produces the unprecedented metabolite cinnamoylphosphoramide ( 1 ) among several other compounds. Structure elucidation was accomplished by NMR spectroscopic studies and efficient total synthesis. The absolute configuration at phosphorus was determined by synthesis of both enantiomers of 1 performing a resolution of the corresponding diastereomeric phosphoramides of L ‐phenylalanine ethyl ester. Unusual cinnamic acid derivative 1 represents the first bacterial organophosphoramide. As it matches the Schrader's formula for insecticidal organophosphates, its biological activity was investigated. A weak inhibition of acetylcholinesterase was observed in in vitro tests, and water‐soluble analogues of 1 were prepared. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)" @default.
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- W2111967751 date "2008-10-01" @default.
- W2111967751 modified "2023-10-10" @default.
- W2111967751 title "The New Metabolite (<i>S</i>)‐Cinnamoylphosphoramide from <i>Streptomyces</i> sp. and Its Total Synthesis" @default.
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- W2111967751 doi "https://doi.org/10.1002/ejoc.200800654" @default.
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