Media type: E-Article Title: Synthesis of a Fluorescent Sulfatide for the Study of CD1 Antigen Binding Properties Contributor: Franchini, Laura; Compostella, Federica; Donda, Alena; Mori, Lucia; Colombo, Diego; De Libero, Gennaro; Matto, Pamela; Ronchetti, Fiamma; Panza, Luigi imprint: Wiley, 2004 Published in: European Journal of Organic Chemistry Language: English DOI: 10.1002/ejoc.200400398 ISSN: 1434-193X; 1099-0690 Keywords: Organic Chemistry ; Physical and Theoretical Chemistry Origination: Footnote: Description: <jats:title>Abstract</jats:title><jats:p>A fluorescent derivative of sulfatide, labeled with a dansyl probe at position 6 of galactose, was prepared through a glycosylation reaction between a 6‐<jats:italic>O</jats:italic>‐functionalized galactose donor and 3‐<jats:italic>O</jats:italic>‐benzoyl‐azidosphingosine. The sphingoid acceptor was obtained in high yield through exploitation of a highly stereoselective nucleophilic addition of pentadecyne to 2,3‐<jats:italic>O</jats:italic>‐cyclohexylidene‐<jats:sc>D</jats:sc>‐glyceraldehyde. The fluorescent sulfatide binds to soluble recombinant human CD1a and is a valuable tool for the study of CD1 antigen binding properties. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)</jats:p>