Synthesis of 9-CD3-9-cis-Retinal Cofactor of Isorhodopsin.
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ABSTRACT:
SUBMITTER: Navidi M
PROVIDER: S-EPMC6347123 | biostudies-literature | 2018 Dec
REPOSITORIES: biostudies-literature
Publications
Synthesis of 9-CD<sub>3</sub>-9-<i>cis</i>-Retinal Cofactor of Isorhodopsin.
Navidi Mozhgan M Yadav Shreya S Struts Andrey V AV Brown Michael F MF Nesnas Nasri N
Tetrahedron letters 20181110 51
We report the synthesis of 9-CD<sub>3</sub>-9-<i>cis</i>-retinal via a six-step procedure from β-ionone. The steps involve an initial deuteration of the methyl ketone of β-ionone followed by two consecutive Horner-Wadsworth-Emmons (HWE) coupling reactions and their corresponding DIBAL reductions. A final oxidation of the allylic alcohol of the retinol leads to the target compound. This deuterium labeled retinoid is an important cofactor for studying protein-retinoid interactions in isorhodopsin. ...[more]
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