Literature DB >> 30692701

Synthesis of 9-CD3-9-cis-Retinal Cofactor of Isorhodopsin.

Mozhgan Navidi1, Shreya Yadav1, Andrey V Struts2, Michael F Brown2, Nasri Nesnas1.   

Abstract

We report the synthesis of 9-CD3-9-cis-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.

Entities:  

Keywords:  9-CD3-9-cis-retinal; Retinoids; isorhodopsin; labeled retinal; rhodopsin

Year:  2018        PMID： 30692701      PMCID： PMC6347123          DOI： 10.1016/j.tetlet.2018.11.034

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  23 in total

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