title: Synthesis of sphingolipids with an ω-esterified long acyl chain, ceramide components of the human epidermis.
abstract: Esterified ceramides, (2S,3R,4E)-2-[(30'-stearoyloxy)triacontanamido]octadec-4-ene-1,3-diol (2) and (2S,3R,4E,6R)-2-[(30'-stearoyloxy)triacontanamido]octadec-4-ene-1,3,6-triol (4), are minor components of the human stratum corneum. We synthesized these ceramides by employing olefin cross metathesis as the key reaction for constructing their ω-hydroxytriacontanoyl part (13).
authors.affiliation: Glycosphingolipid Synthesis Group, Laboratory for Immune Regulation, Research Center for Allergy and Immunology, RIKEN, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
authors.forename: Takuya
authors.initials: T
authors.lastname: Tashiro
authors.forename: Kenji
authors.initials: K
authors.lastname: Mori
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D002518:Ceramides / Q000138:chemical synthesis*; D004817:Epidermis / Q000737:chemistry*; D004952:Esters; D006801:Humans
chemical_list: D000475:Alkenes; D002518:Ceramides; D004952:Esters