Disease relevance of Quinovosamine

• Legionella jordanis contained other unusual carbohydrates in addition to quinovosamine [1].
• However, these PCR products were unique to brucellae, allowing them to be readily distinguished from other gram-negative bacteria (including Bartonella spp. and Agrobacterium spp.). Carbohydrate profiles differentiated B. canis from the other three Brucella species due to the absence of the rare amino sugar quinovosamine in the three other species [2].
• Lipopolysaccharide (LPS) from Vibrio cholerae O139 Bengal contained colitose (3,6-dideoxy-L-galactose) in addition to glucose, L-glycero-D-manno-heptose, fructose, glucosamine and quinovosamine in its polysaccharide and only glucosamine in lipid A, while perosamine, a characteristic component sugar of V. cholerae O1 LPS, was absent [3].

High impact information on Quinovosamine

• The deficiency in O-antigen amount, but not the absence of quinovosamine, was suppressed by transferring into this strain recombinant plasmids that shared a 7.8-kb stretch of the R. etli CE3 lps genetic region alpha, even though this suppressing DNA did not carry the genetic region mutated in strain CE166 [4].
• Identification of 2-amino-2,6-dideoxy-D-glucose (D-quinovosamine), isolated from the cell walls of the alkaliphilic Bacillus sp. Y-25, by 500-MHz 1H NMR spectroscopy [5].
• Acid hydrolysis of the O-polysaccharide gave the lactone of 2,4-dihydroxy-3,3,4-trimethylglutamic acid, together with 2-amino-2-deoxy-D-galacturonic acid, 2-amino-2,6-dideoxy-D-glucose (D-quinovosamine), and 4-amino-4,6-dideoxy-D-glucose (D-viosamine) [6].
• Ion-exchange chromatography of 2-amino-2,6-dideoxyhexoses and of the methyl ethers of 2-amino-2,6-dideoxy-D-glucopyranose (quinovosamine) and 2-amino-2,6-dideoxy-D-galactopyranose (fucosamine) [7].

References