Syntheses of sphingomyelin methylene, aza, and sulfur analogues by the versatile olefin cross-metathesis method

Autor:	Sekimi Ishii, Shigeo Katsumura, Syuji Harada, Hiroko Hasegawa, Tetsuya Yamamoto, Tatsuro Masuyama, Satoshi Kaji
Rok vydání:	2008
Předmět:	Olefin fiber Sphingosine Stereochemistry Organic Chemistry Metathesis Biochemistry chemistry.chemical_compound chemistry Drug Discovery Functional group Moiety lipids (amino acids peptides and proteins) Methylene Sphingomyelin Phosphocholine
Zdroj:	Tetrahedron. 64:11647-11660
ISSN:	0040-4020
DOI:	10.1016/j.tet.2008.10.018
Popis:	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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::42bff1e12a8ec4628184ce61d6a29f5a https://doi.org/10.1016/j.tet.2008.10.018 Zobrazit plný text záznamu Full Text from ScienceDirect