30. 5-DeoxystrigolおよびGR24をリガンドとする光親和性プローブの合成と活性評価(口頭発表,植物化学調節学会第46回大会)

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Arbuscular mycorrhizal fungi (AM fungi) form mutualistic, symbiotic associations with more than 80% of land plants. In one of the first stages of host recognition, the hyphae of AM fungi show extensive branching by recognizing strigolactones (SLs) exuded from host plant roots. Our extensive structure-activity relationship study demonstrated that SLs show potent activity at very low concentrations in a structure-dependent manner, suggesting that the induction of hyphal branching proceeds via a receptor-mediated mechanism. However, the AM fungal SL receptor has not been isolated. Here, we designed and synthesized phenyldiazirine-containing 5-deoxystrigol (5DS) and GR24 probes for photoaffinity labeling of SL receptor in AM fungi. An alkynyl phenyldiazirine photophore was respectively introduced at C-5 of 5DS and at C-7 of GR24. The hyphal branching activities of 5DS photoaffinity probes were much weaker than those of 5DSs (1-10 ng/disc vs 3-30 pg/disc), while the GR24 photoaffinity probes showed comparable activity to GR24 (1 ng/disc vs 1 ng/disc).
2011-10-03