1. Syntheses of 13C2-labelled 11Z-retinals
- Author
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McLean, Neville J., Gansmuller, Axel, Concistre, Maria, Brown, Lynda J., Levitt, Malcom H., and Brown, Richard C.D.
- Subjects
- *
SOLID state chemistry , *NUCLEAR magnetic resonance , *RHODOPSIN , *INTERMEDIATES (Chemistry) , *CARBON isotopes , *HECK reaction - Abstract
Abstract: To enable solid-state NMR investigations of the rhodopsin chromophore and its photointermediates, a series of 11Z-retinal isotopomers have been synthesised containing pairs of adjacent 13C labels at C9/C10, C10/C11 or C11/C12, respectively. The C9 labelled carbon atom was introduced through the Heck reaction of a 13C-labelled Weinreb acrylamide derivative, and the label at the C12 position derived from a 13C-containing ethoxy Bestmann–Ohira reagent. The 13C labels at C10 and C11 were introduced through the reaction of β-ionone with labelled triethyl phosphonoacetate. [Copyright &y& Elsevier]
- Published
- 2011
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