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Synthesis and stereochemistry-activity relationship of small bacteriocin, an autoinducer of the symbiotic nitrogen-fixing bacterium Rhizobium leguminosarum

…, AAN van Brussel, J Schripsema, T Nukada…

文献索引:Yajima, Arata; Van Brussel, Anton A. N.; Schripsema, Jan; Nukada, Tomoo; Yabuta, Goro Organic Letters, 2008 , vol. 10, # 10 p. 2047 - 2050

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被引用次数: 18

摘要

The four stereoisomers of small bacteriocin, an autoinducer of the symbiotic nitrogen-fixing bacterium Rhizobium leguminosarum, were synthesized via a versatile methodology for 3′- hydroxyacyl homoserine lactones based on the Nagao asymmetric aldol reaction. The synthetic isomers were much less effective at inhibiting the growth of R. leguminosarum RBL5523 than the natural isomer, showing the importance of stereochemistry for activity.