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Towards the biotechnological isomerization of branched sugars: d-tagatose-3-epimerase equilibrates both enantiomers of 4-C-methyl-ribulose with both enantiomers of 4-C-methyl-xylulose

Authors :
Rao, Devendar
Yoshihara, Akihide
Gullapalli, Pushpakiran
Morimoto, Kenji
Takata, Goro
da Cruz, Filipa P.
Jenkinson, Sarah F.
Wormald, Mark R.
Dwek, Raymond A.
Fleet, George W.J.
Izumori, Ken
Source :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. May2008, Vol. 49 Issue 20, p3316-3321. 6p.
Publication Year :
2008

Abstract

Abstract: Microbial oxidation of 2-C-methyl-d-ribitol and 2-C-methyl-d-arabinitol by Gluconobacter thailandicus NBRC 3254 produces 4-C-methyl-l-ribulose and 4-C-methyl-d-ribulose, respectively. Further, 4-C-methyl-l-ribulose and 4-C-methyl-d-ribulose were equilibrated by d-tagatose-3-epimerase (DTE) with 4-C-methyl-l-xylulose and 4-C-methyl-d-xylulose, respectively. These transformations demonstrate that polyol dehydrogenase and DTE act on branched synthetic sugars. The green preparation of all of the stereoisomers of 4-C-methyl pentuloses illustrates the ability of biotechnology to generate novel branched monosaccharides. [Copyright &y& Elsevier]

Details

Language :
English
ISSN :
00404039
Volume :
49
Issue :
20
Database :
Academic Search Index
Journal :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :
Academic Journal
Accession number :
31751250
Full Text :
https://doi.org/10.1016/j.tetlet.2008.03.047