Syntheses of sphingomyelin methylene, aza, and sulfur analogues by the versatile olefin cross-metathesis method |
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Authors: | Tetsuya Yamamoto |
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Institution: | Department of Chemistry and Open Research Center on Organic Tool Molecules, School of Science and Technology, Kwansei Gakuin University, 2-1 Gakuen, Sanda, Hyogo 669-1337, Japan |
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Abstract: | The syntheses of optically homogeneous sphingomyelin analogues, which possess CH2, NH, and S instead of the phosphate oxygen connecting the phosphocholine head group to the sphingosine backbone, were successfully achieved by employing the olefin cross-metathesis protocol between 1-pentadecene and the amino alcohol parts possessing the suitable building block or functional group for construction of the phosphocholine moiety. In addition, fluorescence-labeled sphingomyelin methylene analogue was also synthesized. |
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