title: Synthesis, spectral properties and enzymatic hydrolysis of fluorescent derivatives of cerebroside sulfate containing long-wavelength-emission probes.
abstract: Fluorescent derivatives of cerebroside sulfate (sulfogalactosyl ceramide, sulfatide) containing long-wavelength-emission fluorophores were synthesized. For this purpose a procedure was developed for preparing a cerebroside 3-sulfate derivative with an amino group on the terminal carbon atom of its fatty acyl residue. The latter compound has been used to prepare cerebroside 3-sulfate, coupled to lissamine-rhodamine, fluoresceine, eosine and NBD. The spectroscopic properties of these compounds, in different solvent systems and when incorporated into micelles of a non-ionic detergent or liposomes of a phospholipid, are reported. Incubation of these respective sulfatides with a human leukocyte preparation, resulted in the formation of the corresponding fluorescent cerebrosides.
authors.affiliation: Department of Biomedical Sciences and Biotechnology, University of Brescia, Italy.
authors.forename: S
authors.initials: S
authors.lastname: Marchesini
authors.forename: A
authors.initials: A
authors.lastname: Preti
authors.forename: M F
authors.initials: MF
authors.lastname: Aleo
authors.forename: A
authors.initials: A
authors.lastname: Casella
authors.forename: A
authors.initials: A
authors.lastname: Dagan
authors.forename: S
authors.initials: S
authors.lastname: Gatt
mesh_terms: D002553:Cerebroside-Sulfatase / Q000378:metabolism; D005456:Fluorescent Dyes; D006801:Humans; D006868:Hydrolysis; D066298:In Vitro Techniques; D007962:Leukocytes / Q000378:metabolism; D015335:Molecular Probes; D015394:Molecular Structure; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D013433:Sulfoglycosphingolipids / Q000138:chemical synthesis* / Q000378:metabolism
chemical_list: D005456:Fluorescent Dyes; D015335:Molecular Probes; D013433:Sulfoglycosphingolipids; D002553:Cerebroside-Sulfatase