Synthesis of fluorescent C sub(24)-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...

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Published inBioorganic & medicinal chemistry letters Vol. 19; no. 24; pp. 6975 - 6977
Main Authors Novotny, Jakub, Pospechova, Katerina, Hrabalek, Alexandr, Cap, Robert, Vavrova, Katerina
Format Journal Article
LanguageEnglish
Published 15.12.2009
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Summary: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.
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ISSN:0960-894X
DOI:10.1016/j.bmcl.2009.10.047