Green syntheses of new 2-C-methyl aldohexoses and 5-C-methyl ketohexoses: D-tagatose-3-epimerase (DTE)-a promiscuous enzyme

Journal article

The Kiliani synthesis on the 4 readily accessible ketohexoses (d-fructose, d-tagatose, l-sorbose, d-psicose) allows access to 4 diastereomeric 2-C-methyl-aldohexoses (2-C-methyl-d-mannose, 2-C-methyl-d-talose, 2-C-methyl-l-gulose, 2-C-methyl-d-allose) and 4 diastereomeric 2-C-methyl-alditols (2-C-methyl-d-mannitol, 2-C-methyl-d-talitol, 2-C-methyl-l-gulitol, 2-C-methyl-d-allitol). Microbial oxidation of 2-C-methyl-d-mannitol and 2-C-methyl-l-gulitol gave 5-C-methyl-d-fructose; microbial oxida...

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Authors: Jones, N; Rao, D; Yoshihara, A; Gullapalli, P; Morimoto, K

• Publication status: Published
• Journal: TETRAHEDRON-ASYMMETRY
• Volume: 19
• Issue: 16
• Pages: 1904-1918
• Publication date: 2008-08-22
• DOI: 10.1016/j.tetasy.2008.07.034
• EISSN: 1362-511X
• ISSN: 0957-4166
• Language: English