Structure of a polysaccharide from the lipopolysaccharides of Vibrio vulnificus strains CECT 5198 and S3-I2-36, which is remarkably similar to the O-polysaccharide of Pseudoalteromonas rubra ATCC 29570.
High-molecular-mass polysaccharides were released by mild acid degradation of the lipopolysaccharides of two wild-type Vibrio vulnificus strain, a flagellated motile strain CECT 5198 and a non-flagellated non-motile strain S3-I2-36. Studies by sugar analysis and partial acid hydrolysis along with (1)H and (13)C NMR spectroscopies showed that the polysaccharides from both strains have the same trisaccharide repeating unit of the following structure: -->4)-beta-d-GlcpNAc3NAcylAN-(1-->4)-alpha-l-GalpNAmA-(1-->3)-alpha-d-QuipNAc-(1--> where QuiNAc stands for 2-acetamido-2,6-dideoxyglucose, GalNAmA for 2-acetimidoylamino-2-deoxygalacturonic acid, GlcNAc3NAcylAN for 2-acetamido-3-acylamino-2,3-dideoxyglucuronamide and acyl for 4-d-malyl ( approximately 30%) or 2-O-acetyl-4-d-malyl ( approximately 70%). The structure of the polysaccharide studied resembles much that of a marine bacterium Pseudoalteromonas rubra ATCC 29570 reinvestigated in this work. The latter differs in (i) the absolute configuration of malic acid (l vs d), (ii) 3-O-acetylation of GalNAmA and (iii) replacement of QuiNAc with its 4-keto biosynthetic precursor.
Shashkov
Alexander S
AS
N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia.
Senchenkova
Sof'ya N
SN
Chizhov
Alexander O
AO
Knirel
Yuriy A
YA
Esteve
Consuelo
C
Alcaide
Elena
E
Merino
Susana
S
Tomás
Juan M
JM
D002240:Carbohydrate Sequence; D008070:Lipopolysaccharides / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008293:Malates / Q000737:chemistry; D008969:Molecular Sequence Data; D015394:Molecular Structure; D011135:Polysaccharides, Bacterial / Q000737:chemistry*; D031161:Pseudoalteromonas / Q000378:metabolism*; D021241:Spectrometry, Mass, Electrospray Ionization; D041261:Vibrio vulnificus / Q000378:metabolism*
D008070:Lipopolysaccharides; D008293:Malates; D011135:Polysaccharides, Bacterial; C030298:malic acid