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Identification and stereochemical assignment of the beta-hydroxytryptophan intermediate in the echinomycin biosynthetic pathway
Authors:Koketsu Kento  Oguri Hiroki  Watanabe Kenji  Oikawa Hideaki
Institution:Division of Chemistry, Graduate School of Science, Hokkaido University, Sapporo 060-0810, Japan.
Abstract:reaction: see text] Little is known about how quinoxaline-2-carboxylic acid (QC) is synthesized in nature. On the basis of analysis of echinomycin biosynthetic gene clusters as well as feeding experiments with labeled precursors, we have proposed a biosynthetic pathway to QC and identified the (2S,3S)-beta-hydroxytryptophan as a key intermediate.
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