Phosphorylated sugars. Part 26. Synthesis of 3-deoxy-D-manno-oct-2-ulosonic acid 7-phosphate
- 1 January 1990
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- Vol. 22 (10) , 2831-2834
- https://doi.org/10.1039/p19900002831
Abstract
Of several phosphorylation methods tried, only that with bis(trichloroethyl) phosphorochloridate was satisfactory in producing the title compound starting either from methyl (methyl 8-O-benzyl-3-deoxy-4,5-O-isopropylidene-α-D-manno-oct-2-ulopyranosid)onate or from methyl 4,8-di-O-benzyl-3-deoxy-α-D-manno-oct-2-ulopyranosidono-1,5-lactone. The synthesis of the phosphodiester methyl (methyl 3-deoxy-α-D-manno-oct-2-ulopyranosid)onate 7-(acetamidoethyl ammonium phosphate) is also described.This publication has 23 references indexed in Scilit:
- Synthesis of 1,5-lactones of 3-deoxy-d-manno-2-octulopyranosonic acid (KDO)Carbohydrate Research, 1988
- Detection of 3-deoxy-2-octulosonic acid in thiobarbiturate-negative endotoxinsCarbohydrate Research, 1987
- Do endotoxins devoid of 3-deoxy-D-manno-2-octulosonic acid exist?Biochemical and Biophysical Research Communications, 1987
- Synthesis of type 2 human blood-group antigenic determinants. The H, X, and Y haptens and variations of the H type 2 determinant as probes for the combining site of the lectin I of Ulex europaeusCarbohydrate Research, 1982
- The Chemistry and Biological Significance of 3-Deoxy-d-manno-2-Octulosonic Acid (KDO)Published by Elsevier ,1981
- The anomeric configurations of the two ammonium (methyl 3-deoxy-d-manno-2-octulopyranosid)onate salts (methyl α- and β-ketopyranosides of KDO)Carbohydrate Research, 1980
- Synthesis of phospholipids via phosphotriester intermediatesRecueil des Travaux Chimiques des Pays-Bas, 1979
- Structural elucidation of the 3-deoxy-D-manno-octulosonic acid containing meningococcal 29-e capsular polysaccharide antigen using carbon-13 nuclear magnetic resonanceBiochemistry, 1978
- Hydrolysis of Esters of MonoribonucleotidesNature, 1956