Synthesis of carbohydrate haptens to be used for generation of catalytic antibodies

Article abstract of DOI:10.1080/07328309808005774

The glycoside 2-(2.-azidoethoxy)ethyl 2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside was prepared and then reacted, first with methyl phosphonyl dichloride, then with dimethylaminoethanol, to give the methylphosphonyl diester 9. N-Methylation of 9 with methyl iodide and subsequent catalytic hydrogenation gave the methylphosphonyl diester 11. The corresponding phenylphosphonyl diester 14 was also prepared in a similar way. The phosphonyl diesters 11 and 14 are analogs of the transition states for 3-O-acetylation and 3-O-benzoylation of β-D-glucopyranose derivatives with acetyl- and benzoylcholine, respectively. They will be used for generation of catalytic antibodies.

Full text of DOI:10.1080/07328309808005774

Journal of Carbohydrate Chemistry
ISSN: 0732-8303 (Print) 1532-2327 (Online) Journal homepage: http://www.tandfonline.com/loi/lcar20
Synthesis of Carbohydrate Haptens to be Used for
Generation of Catalytic Antibodies
Gabriela Thiele & Thomas Norberg
To cite this article: Gabriela Thiele & Thomas Norberg (1998) Synthesis of Carbohydrate
Haptens to be Used for Generation of Catalytic Antibodies, Journal of Carbohydrate Chemistry,
17:1, 143-152, DOI: 10.1080/07328309808005774
To link to this article: http://dx.doi.org/10.1080/07328309808005774
Published online: 16 Aug 2006.
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Date: 13 June 2016, At: 16:05