Development of a fluorescent probe for the study of the sponge-derived simplexide immunological properties

作者：Di Brisco Riccardo; Ronchetti Fiamma; Mangoni Alfonso; Costantino Valeria; Compostella Federica^*

来源：Carbohydrate Research, 2012, 348: 27-32.

DOI：10.1016/j.carres.2011.11.017

• Glycolipids
• Fluorescent probes
• Marine compounds

Simplexide is a glycolipid of marine origin, endowed with immunological properties, composed of a long chain secondary alcohol glycosylated by an alpha-D-glucosyl-(1 -%26gt; 4)-beta-D-galactosyl disaccharide residue. Herein we describe the preparation of a fluorescent derivative of simplexide, labeled at position 6 of the distal glucose with a dansyl group, as a probe for future studies on the mechanism by which simplexide affects the immune system. Fluorescent simplexide was prepared from a 6 %26apos;%26apos;-amino functionalized compound, which in turn was obtained through a highly efficient glycosylation between the preformed activated disaccharide and the long chain secondary alcohol 18-pentatriacontanol.

• 出版日期2012-2-1