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The synthesis of the isotope-labelled spectroscopic probes ( 14'-13C)-, ( 15'-13C)-, (14'-'H), (15'-'H)-, (15-'H)- and (14-'H)-spheroidene, all with more than 98% enrichment, is described. In addition, the structure of the carotenoid in the photosynthetic reaction reaction center of Rhodobacrer sphaeroides has been studied with solid state magic angle spinning (MAS) 13C NMR spectroscopy on R-26 reaction centers reconstituted with ( 14'-'3C)-spheroidene. The isotope-label is found to resonate at 125.3 ppm, which is 6.6 ppm upfield from the resonance in all-E spheroidene. This indicates the presence of a y-effect at C14, and provides evidence for a 15,15'-Z configuration of the chromophore in the active site.

pure and applied chemistry

13C Magic angle spinning NMR evidence for a 15,15’-Z configuration of the spheroidene chromophore in the Rhodobacter sphaeroides reaction center; synthesis of 13C- and 2H-labelled spheroidenes