Identification of a homopolymer of 5-acetamidino-7-acetamido-3,5,7,9-tetradeoxy-D-glycero-D-talo-nonulosonic acid in the lipopolysaccharides of Legionella pneumophila Non-1 serogroups.
O-Specific polysaccharides (OPS) were isolated by mild acid hydrolysis of the lipopolysaccharides (LPS) of strains of Legionella pneumophila serogroups 2-14, as well as strains Lansing 3 and 16453-92 from newly proposed serogroups. The OPS were studied by (1)H- and (13)C-NMR spectroscopy, GLC/mass spectrometry, and chemical modifications (mild alkaline O-deacetylation and conversion of the N-acetimidoyl group into the N-acetyl group). All OPS were found to be a homopolymer of a 5-acetamidino-7-acetamido-3,5,7,9-tetradeoxynonulosonic acid, which in some strains is 8-O-acetylated. In most strains studied, the monosaccharide has the D-glycero-D-talo configuration and is thus the C4 epimer of legionaminic acid (4-epilegionaminic acid), which has been previously identified as the monomer in the OPS of L. pneumophila serogroup 1. Poly(4-epilegionaminic acid) occurs as a minor polysaccharide in serogroups 5 (strain Dallas 1) and 13 and is absent in serogroups 1 and 7. The chemical basis for serological differentiation of L. pneumophila strains is discussed.
Knirel
Y A
YA
Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, Moscow, 119991 Russia. knirel@ioc.ac.ru
Senchenkova
S N
SN
Kocharova
N A
NA
Shashkov
A S
AS
Helbig
J H
JH
Zähringer
U
U
D000107:Acetylation; D002236:Carbohydrate Conformation; D016952:Legionella pneumophila / Q000737:chemistry* / Q000145:classification; D008070:Lipopolysaccharides / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D011135:Polysaccharides, Bacterial / Q000032:analysis / Q000737:chemistry*; D012703:Serotyping
C448312:4-epilegionaminic acid homopolymer; D008070:Lipopolysaccharides; D011135:Polysaccharides, Bacterial