title: Synthesis of fluorescent C24-ceramide: evidence for acyl chain length dependent differences in penetration of exogenous NBD-ceramides into human skin.
abstract: Topical skin lipid supplementation may provide opportunities for controlling ceramide (Cer) deficiency in skin diseases such as atopic dermatitis or psoriasis. Here we describe the synthesis of a long-chain 7-nitrobenzo[c][1,2,5]oxadiazol-4-yl (NBD)-labeled Cer and its different penetration through human skin compared to widely used short-chain fluorescent Cer tools.
authors.affiliation: Centre for New Antivirals and Antineoplastics, Department of Inorganic and Organic Chemistry, Charles University in Prague, Faculty of Pharmacy, Hradec Králové, Czech Republic.
authors.forename: Jakub
authors.initials: J
authors.lastname: Novotný
authors.forename: Katerina
authors.initials: K
authors.lastname: Pospechová
authors.forename: Alexandr
authors.initials: A
authors.lastname: Hrabálek
authors.forename: Robert
authors.initials: R
authors.lastname: Cáp
authors.forename: Katerina
authors.initials: K
authors.lastname: Vávrová
mesh_terms: D009327:4-Chloro-7-nitrobenzofurazan / Q000138:chemical synthesis / Q000378:metabolism*; D006690:Bisbenzimidazole / Q000378:metabolism; D002518:Ceramides / Q000138:chemical synthesis / Q000378:metabolism*; D003876:Dermatitis, Atopic / Q000378:metabolism; D005453:Fluorescence; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000378:metabolism*; D006801:Humans; D010539:Permeability; D011565:Psoriasis / Q000378:metabolism; D012867:Skin / Q000378:metabolism*
chemical_list: D002518:Ceramides; D005456:Fluorescent Dyes; D009327:4-Chloro-7-nitrobenzofurazan; D006690:Bisbenzimidazole