3-Deoxy-D-urubino-2-heptulosonic acid 7-phosphate (S), the first committed intermediate in aromatic amino acid biosynthesis, has been synthesized in good yield by treatment of methyl (methyl 3-deoxy-D-urubino-2-heptulopyranosid)onate with diphenylphosphoric chloride under mild conditions to give the
Synthesis of 2-deoxy-α-d-arabino-hexopyranosyl phosphate and 2-deoxy-maltooligosaccharides with phosphorylase
✍ Scribed by Britta Evers; Petra Mischnick; Joachim Thiem
- Book ID
- 102998416
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- English
- Weight
- 464 KB
- Volume
- 262
- Category
- Article
- ISSN
- 0008-6215
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✦ Synopsis
A convenient one-step synthesis of 2-deoxy-alpha-D-arabino-hexopyranosyl phosphate on a millimolar scale is described by reaction of potato phosphorylase with D-glucal at equimolar phosphate concentration. Furthermore, in the presence of catalytic amounts of phosphate, a 2-deoxy-maltooligosaccharide is obtained from maltotetraose and D-glucal. The water-insoluble oligosaccharide was isolated and characterized by 1H and 13C NMR spectroscopy. An average dp of 20 was thus determined.
📜 SIMILAR VOLUMES
Stereoselective Synthesis of 2-Deoxy-α-D-arabino-hexopyranosides of Triterpenic Alcohols. -The stereoselective glycosylation of triterpenic alcohols (cf. (II)) by glycal (I) is achieved in the presence of NIS as promotor. Deiodination by catalytic hydrogenation of the obtained glycosides (cf. (III)