Reizelman Anat, Wigchert Suzanne C, del-Bianco Cinzia, Zwanenburg Binne
Department of Organic Chemistry, NSR Center for Molecular Structure, Design and Synthesis, University of Nijmegen, Toernooiveld 1, 6525 ED Nijmegen, The Netherlands.
Org Biomol Chem. 2003 Mar 21;1(6):950-9. doi: 10.1039/b210678g.
Strigolactones are highly potent germination stimulants for seeds of the parasitic weeds Striga and Orobanche spp. The induction of seed germination is thought to proceed via a receptor-mediated mechanism. Isolation and purification of the strigolactone receptor by affinity chromatography using immobilized avidin or streptavidin requires a biotin labelled strigolactone analogue. For this purpose biotin has been attached, directly as well as indirectly, via a hydrophilic linker to the amino function of optically active amino-GR24. Using the same amino substituted synthetic stimulant GR24, labelled stimulants have been prepared which may be suitable for the identification of the receptor by means of fluorescence correlation spectroscopy, scanning force microscopy or photoaffinity techniques. Bioassays of the labelled stimulants reveal that the germination activity on seeds of Striga hermonthica is retained. Crystal data for the diastereoisomer (+)-8 are reported.
独脚金内酯是寄生杂草独脚金属和列当属种子的高效萌发刺激剂。种子萌发的诱导被认为是通过受体介导的机制进行的。使用固定化抗生物素蛋白或链霉抗生物素蛋白通过亲和色谱法分离和纯化独脚金内酯受体需要生物素标记的独脚金内酯类似物。为此，生物素已通过亲水连接子直接或间接连接到旋光性氨基-GR24的氨基官能团上。使用相同的氨基取代合成刺激剂GR24，制备了标记刺激剂，这些刺激剂可能适用于通过荧光相关光谱法、扫描力显微镜或光亲和技术鉴定受体。标记刺激剂的生物测定表明，其对高粱独脚金种子的萌发活性得以保留。报道了非对映异构体(+)-8的晶体数据。
