The Journal of Organic Chemistry

Synthesis and photochemical studies of a diazomalonyl-containing galactocerebroside analog. A glycolipid photolabeling reagent

J Wydila, ER Thornton

Index: Wydila, John; Thornton, Edward R. Journal of Organic Chemistry, 1984 , vol. 49, # 2 p. 244 - 249

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Citation Number: 4

Abstract

The synthesis of a galactocerebroside-based photolabeling reagent is described. The reagent is a structural analogue of the native lipid, containing a diazomalonamide group incorporated in the acyl chain. Photolysis studies in THF-H20 resulted in the isolation and characterization of the water insertion product, demonstrating the molecule's capacity for intermolecular OH insertion. Photolysis of the reagent while incorporated into ...