Synthesis of fluorescent C24-ceramide: evidence for acyl chain length dependent differences in penetration of exogenous NBD-ceramides into human skin.
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.
Novotný
Jakub
J
Centre for New Antivirals and Antineoplastics, Department of Inorganic and Organic Chemistry, Charles University in Prague, Faculty of Pharmacy, Hradec Králové, Czech Republic.
Pospechová
Katerina
K
Hrabálek
Alexandr
A
Cáp
Robert
R
Vávrová
Katerina
K
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*
D002518:Ceramides; D005456:Fluorescent Dyes; D009327:4-Chloro-7-nitrobenzofurazan; D006690:Bisbenzimidazole