Glycosides of Monoallyl Diethylene Glycol. A New Type of Spacer Group for Synthetic Oligosaccharides

Fernandez-Santana, Violeta; Mariño-Albernas, Jose R.; Vérez-Bencomo, Vicente; Pérez–Martínez, Carlos

doi:10.1080/07328308908048580

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1998

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Cited by 10 publications

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“…From a large number of amino-protective groups we chose the azido, based on its compatibility with most of the transformations frequently employed in oligosaccharide synthesis. Diethylene glycol was selected for the spacer's chain [12][13][14][15][16][17][18], because of the adequate balance between hydrophobicity and inertness and also by the availability.…”

Section: Resultsmentioning

confidence: 99%

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Fernandez-Santana

Gonzalez-Lio

Sarracent-Perez

et al. 1998

Glycoconjugate Journal

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5-Azido-3-oxa-pentyl beta-D-galactopyranoside was prepared from diethylene glycol monochlorohydrin and used as a model of oligosaccharide hapten. After deprotection, a series of amides bearing thiophilic groups had been obtained through the terminal amino function and essayed in coupling reactions with thiolated BSA. Also several Lewis human blood group oligosaccharides had been conjugated with thiolated BSA demonstrating the usefulness of the methodology.

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