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New strigolactone mimics: structure-activity relationship and mode of action as germinating stimulants for parasitic
Binne Zwanenburg1, Sandip K Nayak, Tatsiana V Charnikhova
1Radboud University Nijmegen, Institute for Molecules and Materials, Cluster of Organic Chemistry, Nijmegen, The Netherlands. B.Zwanenburg@science.ru.nl
Abstract:
Strigolactones (SLs) are new plant hormones with varies important bio-functions. This Letter deals with germination of seeds of parasitic weeds. Natural SLs have a too complex structure for synthesis. Therefore, there is an active search for SL analogues and mimics with a simpler structure with retention of activity. SL analogues all contain the D-ring connected with an enone moiety through an enol ether unit. A new mechanism for the hydrolysis SL analogues involving bidentate bound water and an α,β-hydrolase with a Ser-His-Asp catalytic triad has been proposed. Newly discovered SL mimics only have the D-ring with an appropriate leaving group at C-5. A mode of action for SL mimics was proposed for which now supporting evidence is provided. As predicted an extra methyl group at C-4 of the D-ring blocks the germination of seeds of parasitic weeds.
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