title: Scalable Synthesis of Human Ultralong Chain Ceramides.
abstract: Ceramides with ultralong chains (≥30 carbons), also known as acylceramides, play a critical role in the survival of mammals on dry land. An efficient and scalable synthesis of four major classes of ultralong human skin ceramides is reported. The key approach involves the use of a succinimidyl ester that acts as a protective group, helps overcome the extremely low solubility, and simultaneously activates the fatty acid for its clean and high-yielding attachment to a sphingoid base.
authors.affiliation: Faculty of Pharmacy in Hradec Králové, Charles University in Prague , Hradec Králové 500 05, Czech Republic.
authors.forename: Lukáš
authors.initials: L
authors.lastname: Opálka
authors.affiliation: Faculty of Pharmacy in Hradec Králové, Charles University in Prague , Hradec Králové 500 05, Czech Republic.
authors.forename: Andrej
authors.initials: A
authors.lastname: Kováčik
authors.affiliation: Faculty of Pharmacy in Hradec Králové, Charles University in Prague , Hradec Králové 500 05, Czech Republic.
authors.forename: Michaela
authors.initials: M
authors.lastname: Sochorová
authors.affiliation: Faculty of Pharmacy in Hradec Králové, Charles University in Prague , Hradec Králové 500 05, Czech Republic.
authors.forename: Jaroslav
authors.initials: J
authors.lastname: Roh
authors.affiliation: Faculty of Pharmacy in Hradec Králové, Charles University in Prague , Hradec Králové 500 05, Czech Republic.
authors.forename: Jiří
authors.initials: J
authors.lastname: Kuneš
authors.affiliation: Faculty of Pharmacy in Hradec Králové, Charles University in Prague , Hradec Králové 500 05, Czech Republic.|Faculty of Military Health Sciences, University of Defense , Hradec Králové 500 00, Czech Republic.
authors.forename: Juraj
authors.initials: J
authors.lastname: Lenčo
authors.affiliation: Faculty of Pharmacy in Hradec Králové, Charles University in Prague , Hradec Králové 500 05, Czech Republic.
authors.forename: Kateřina
authors.initials: K
authors.lastname: Vávrová
mesh_terms: D000818:Animals; D002518:Ceramides / Q000138:chemical synthesis* / Q000737:chemistry; D005227:Fatty Acids / Q000138:chemical synthesis* / Q000737:chemistry; D006801:Humans; D015394:Molecular Structure; D012867:Skin / Q000737:chemistry
chemical_list: D002518:Ceramides; D005227:Fatty Acids