Gulose, 3-deoxy

D-aIIomethyIose(20)L-aItromethylose(21) D-antiarose (22) D-digitalose (23) L-talomethylose (29) 6-deoxy-D-aIIose 6-deoxy-L-aItrose 6-deoxy-D-gulose 6-deoxy-3-0-methyI- 6-droxy-L-taIose Qll D-galactose... 

Guluronic acid Lactone Anhydro Gulose Deoxy... 

Most substrates, with the exception of hydroxypymvate, have a threo configuration of hydroxyl groups at the C-3 and C-4 positions (139). The new stereocenter formed in TK-catalyzed addition is formed in the threo configuration with high diastereo-selectivity (151). Using TK-catalyzed condensations of hydroxypymvic acid with a number of aldehydes a practical preparative synthesis of L-idose [5934-56-5], L-gulose [6027-89-0], 2-deoxy-L-xylohexose, and... 

Y. pseudotuberculosis VB, however, the same sugar is a-furanosidic. The LPS from other species of Yersinia contain 6-deoxy-o-gulose, which is a-pyranosidic in the LPS from Y. enterocolitica serovar 0 6,31. 

Before 1983, branched-chain sugars had not been found in bacterial polysaccharides, but there are now five examples belonging to this class. The LPS from Coxiella burned phase I contains both 6-deoxy-3-C-methyl-L-gulose (L-virenose) as pyranoside (12) and 3-C-(hydroxymethyl)-L-lyxose as furan-oside (13). Another 6-deoxy-3-C-methylhexose, having the manno configuration, is a component of the Nitrobacter hamburgiensis 0-antigen. ... 

A. C. Richardson and H. O. L. Fischer, Cyclization of dialdehydes with nitromethane, Part VI. Preparation of 3- amino-1,6-anhydro-3-deoxy-p-D-gulose, -P-D-altrose and -p-D-idose derivatives and their characterization by means of inversion of mesyloxy groups,./. Am. Chem. Soc., 83 (1961) 1132-1139. 

W. Homer, L. Hough, and A. C. Richardson, Derivatives of 2-amino-2-deoxy-D-gulose Synthetic and conformational studies,/. Chem. Soc., Sect. C (1971) 99-102. 

Deoxy-3-C-methyl-2,3,4-tri-0-methyl-L-mannose (17) 6-Deoxy-3-C-methyl-D-gulose (18)... 

Similarly, 2-amino-2-deoxy-D-galactose was converted into 2-amino-2-deoxy-D-gulose by solvolysis of methyl 2-acetamido-2-deoxy-3-0-mesyl-a-D-galactopyranoside.82... 

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