The review is devoted to recent progress in the structural elucidation of the lipopolysaccharide of the bacterium Pseudomonas aeruginosa, including O-antigen biological repeats, core oligosaccharide, and lipid A. Data on biosynthesis, genetics and serology of the lipopolysaccharide isolated from various P. aeruginosa O-serogroups are discussed in relation to the chemical structures.
Pier GB, Ramphal RRPseudomonas aeruginosa. In: Mandell GL, Bennett, JE, Dolin R. (eds) Principles and Practices of Infectious Diseases , 6th edn. Philadelphia, PA: Churchill Livingstone, 2004; 2587—2614.
2.
Pier GBPeptides, Pseudomonas aeruginosa, polysaccharides and lipopolysaccharides — players in the predicament of cystic fibrosis patients. Trends Microbiol2000; 8: 247—250.
3.
Fisher MW, Devlin HB, Gnabasik FJNew immunotype schema for Pseudomonas aeruginosa based on protective antigens . J Bacteriol1969; 98: 835—836.
4.
Liu PV, Matsumoto H., Kusama H., Bergan T.Survey of heat-stable major somatic antigens of Pseudomonas aeruginosa . Int J Syst Bacteriol1983; 33: 256—264.
5.
Liu PV, Wang S.Three new major somatic antigens of Pseudomonas aeruginosa. J Clin Microbiol1990; 28: 922—925.
6.
Lányi B., Bergan T.Serological characterization of Pseudomonas aeruginosa. Methods Microbiol1978; 10: 93—168.
Raymond CK, Sims EH, Kas A. et al. Genetic variation at the O-antigen biosynthetic locus in Pseudomonas aeruginosa. J Bacteriol2002: 184: 3614—3622.
9.
Rocchetta HL , Burrows LL, Lam JSGenetics of O-antigen biosynthesis in Pseudomonas aeruginosa. Microbiol MolBiol Rev1999; 63: 523—553.
10.
Raetz Crh, Whitfield C.Lipopolysaccharide endotoxins. Annu Rev Biochem2002; 71: 635—700.
11.
Hancock Rew , Mutharia LM, Chan, Darveau RP, Speert DP, Pier GBPseudomonas aeruginosa isolates from patients with cystic fibrosis: a class of serum-sensitive, non-typable strains deficient in lipopolysaccharide O-side-chains. Infect Immun1983; 42: 170—177.
12.
Pier GB, Grout M., Zaidi TS et al. Role of mutant CFTR in hypersusceptibility of cystic fibrosis patients to lung infections. Science1996; 271: 64—67.
13.
Knirel YA, Bystrova OV, Shashkov AS et al. Structural analysis of the lipopolysaccharide core of a rough, cystic fibrosis isolate of Pseudomonas aeruginosa. Eur J Biochem2001; 268: 4708—4719.
Wilkinson SGComposition and structure of lipopolysaccharides from Pseudomonas aeruginosa. Rev Infect Dis1983; 5: S941—S949.
16.
Ernst RK, Yi EC, Guo L. et al. Specific lipopolysaccharide found in cystic fibrosis airway Pseudomonas aeruginosa. Science1999; 286: 1561—1565.
17.
Ernst RK, Hajjar AM, Tsai JH, Moskowitz SM, Wilson CB, Miller SIPseudomonas aeruginosa lipid A diversity and its recognition by Toll-like receptor 4. J Endotoxin Res2003; 9: 395—400.
18.
Kulshin VA, Zähringer U., Lindner B., Jaeger KE, Dmitriev BA, Rietschel ETStructural characterization of the lipid A component of Pseudomonas aeruginosa wild-type and rough mutant lipopolysaccharides. Eur J Biochem1991; 198: 697—704.
19.
Karunaratne DN, Richards JC, Hancock Rew.Characterization of lipid A from Pseudomonas aeruginosa O-antigenic B band lipopolysaccharide by 1D and 2D NMR and mass spectral analysis. Arch Biochem Biophys1992 ; 299: 368—376.
20.
Bedoux G., Vallee-Rehel K., Kooistra O., Zähringer U., Haras D.Lipid A components from Pseudomonas aeruginosa PAO1 (serotype O5) and mutant strains investigated by electrospray ionization ion-trap mass spectrometry . J Mass Spectrom2004; 39: 505—513.
21.
Takada H., Kotani S.Structure-function relationships of lipid A. In: Morrison DC, Ryan JL. (eds) Bacterial Endotoxic Lipopolysaccharides. Vol. I: Molecular Biochemistry and Cellular Biology. Boca Raton, FL: CRC Press, 1992; 107—134.
22.
Backhed F., Normark S., Schweda EK, Oscarson S., Richter-Dahlfors A.Structural requirements for TLR4-mediated LPS signalling: a biological role for LPS modifications. Microbes Infect2003 ; 5: 1057—1063.
23.
Bhat UR, Marx A., Galanos C., Conrad RSStructural studies of lipid A from Pseudomonas aeruginosa PAO1: occurrence of 4-amino-4-deoxyarabinose. J Bacteriol1990 ; 172: 6631—6636.
24.
Mohan S., Raetz Crh.Endotoxin biosynthesis in Pseudomonas aeruginosa: enzymatic incorporation of laurate before 3-deoxy-D-manno-octulosonate. J Bacteriol1994; 176: 6944—6951.
25.
Basu SS, Whire KA, Que Nls, Raetz Crh.A deacylase in Rhizobium leguminosarum membranes that cleaves the 3-O-linked β-hydroxymyristoyl moiety of lipid A precursors. J Biol Chem1999; 274: 11150—11158.
26.
Raetz Crh.Regulated covalent modifications of lipid A. J Endotoxin Res2001; 7: 73—78.
27.
Moskowitz SM , Ernst RK, Miller SIPmrAB, a two-component regulatory system of Pseudomonas aeruginosa that modulates resistance to cationic antimicrobial peptides and addition of aminoarabinose to lipid A. J Bacteriol2004; 186: 575—579.
28.
Sanchez-Carballo PM, Rietschel ET, Kosma P., Zähringer U.Elucidation of the structure of an alanine-lacking core tetrasaccharide trisphosphate from the lipopolysaccharide of Pseudomonas aeruginosa mutant H4. Eur J Biochem1999; 261: 500—508.
29.
Bystrova OV , Shashkov AS, Kocharova NA et al. Structural studies on the core and the O-polysaccharide repeating unit of Pseudomonas aeruginosa immunotype 1 lipopolysaccharide. Eur J Biochem2002; 269: 2194—2203.
30.
Kooistra O. , Bedoux G., Brecker L. et al. Structure of a highly phosphorylated lipopolysaccharide core in the algC mutants derived from Pseudomonas aeruginosa wild-type strains PAO1 (serogroup O5) and PAC1R (serogroup O3). Carbohydr Res2003; 338: 2667—2677.
31.
Bystrova OV , Shashkov AS, Kocharova NA, Knirel YA, Zähringer U., Pier GBElucidation of the structure of the lipopolysaccharide core and the linkage between the core and the O-antigen in Pseudomonas aeruginosa immunotype 5 using strong alkaline degradation of the lipopolysaccharide. Biochemistry (Moscow) 2003; 68: 918—925.
32.
Sadovskaya I., Brisson J-R., Lam JS, Richards JC, Altman E.Structural elucidation of the lipopolysaccharide core regions of the wild-type strain PAO1 and O-chain-deficient mutant strains AK1401 and AK1012 from Pseudomonas aeruginosa serotype O5. Eur J Biochem1998; 255: 673—684.
33.
Sadovskaya I., Brisson J-R., Thibault P., Richards JC, Lam JS, Altman E.Structural characterization of the outer core and the O-chain linkage region of lipopolysaccharide from Pseudomonas aeruginosa serotype O5. Eur J Biochem2000; 267: 1640—1650.
34.
Zdorovenko EL , Vinogradov EV, Zdorovenko GM et al. Structure of the core oligosaccharide of a rough-type
35.
lipopolysaccharide of Pseudomonas syringae pv. phaseolicola. EurJ Biochem2004; 271: 4968—4977.
36.
Leone S., Izzo V., Silipo A. et al. A novel type of highly negatively charged lipooligosaccharide from Pseudomonas stutzeri OX1 possessing two 4,6-O-(1-carboxy)-ethylidene residues in the outer core region. Eur J Biochem2004; 271: 2691—2704.
37.
Beckmann F., Moll H., Jäger K-E., Zähringer U. 7-O-Carbamoyl-L-glycero-D-manno-heptose: a new core constituent in the lipopolysaccharide of Pseudomonas aeruginosa. Carbohydr Res1995; 267: C3—C7.
38.
Knirel YA, Helbig JH, Zähringer U.Structure of a decasaccharide isolated by mild acid degradation and dephosphorylation of the lipopolysaccharide of Pseudomonas fluorescens strain ATCC 49271. Carbohydr Res1996; 283: 129—139.
39.
Palleroni JNPseudomonas classification. A new case history in the taxonomy of Gram-negative bacteria. Antonie van Leeuwenhoek1993; 64: 231—251.
40.
Yethon JA, Gunn JS, Ernst RK et al. Salmonella enterica serovar Typhimurium waaP mutants show increased susceptibility to polymyxin and loss of virulence in vivo. Infect Immun2000; 68: 4485—4491.
41.
Walsh AG, Matewish MJ, Burrows LL, Monteiro MA, Perry MB, Lam JSLipopolysaccharide core phosphates are required for viability and intrinsic drug resistance in Pseudomonas aeruginosa. Mol Microbiol2000; 35: 718—727.
42.
Bystrova OV , Lindner B., Moll H. et al. Full structure of the lipopolysaccharide of Pseudomonas aeruginosa immunotype 5. Biochemistry (Moscow) 2004; 69: 170—175.
43.
Horton, D.31P nuclear magnetic resonance spectroscopy of lipopolysaccharides from Pseudomonas aeruginosa. Biochim Biophys Acta1981; 640: 727—733.
44.
Bystrova OV , Lindner B., Moll H. et al. Structure of the lipopolysaccharide of Pseudomonas aeruginosa O-12 with a randomly O-acetylated core region. Carbohydr Res2003; 338: 1895—1905.
45.
Bystrova OV , Knirel YA, Lindner B., Kocharova NA, Zähringer U., Pier GBStructures of the core oligosaccharide and O-units in the R- and SR-type lipopolysaccharides of reference strains of Pseudomonas aeruginosa. FEMS Immunol Med Microbiol2006; 46: 85—99.
46.
Choudhury B. , Carlson RW, Goldberg JBThe structure of the lipopolysaccharide from a galU mutant of Pseudomonas aeruginosa serogroup-O11 . Carbohydr Res2005; 340: 2761—2772.
47.
Bystrova OV , Lindner B., Moll H. et al. Structure of the biological repeating unit of the O-antigen of Pseudomonas aeruginosa immunotype 4 containing both 2-acetamido-2,6-dideoxy-D-glucose and 2-acetamido-2,6-dideoxy-D-galactose . Carbohydr Res2003; 338: 1801—1806.
48.
Bystricky S. , Szu SCO-Acetylation affects the binding properties of the carboxyl groups on the Vi bacterial polysaccharide. Biophys Chem1994; 51: 1—7.
49.
Skjak-Braek G., Larsen B., Grasdalen H.The role of O-acetyl groups in the biosynthesis of alginate by Azotobacter vinelandii. Carbohydr Res1985; 145: 169—174.
50.
Kooistra O. , Lüneberg E., Lindner B., Knirel YA, Frosch M., Zähringer U.Complex O-acetylation in Legionella pneumophila serogroup 1 lipopolysaccharide. Evidence for two genes involved in 8-O-acetylation of legionaminic acid. Biochemistry2001; 40: 7630—7640.
51.
Bhasin N., Albus A., Michon F., Livolsi PJ, Park JS, Lee JCIdentification of a gene essential for O-acetylation of the Staphylococcus aureus type 5 capsular polysaccharide. Mol Microbiol1998; 27: 9—21.
52.
Knirel YA, Vinogradov EV, Kocharova NA et al. The structure of O-specific polysaccharides and serological classification of Pseudomonas aeruginosa. Acta Microbiol Hung1988; 35: 3—24.
53.
Daniels C., Griffiths C., Cowles B., Lam JSPseudomonas aeruginosa O-antigen chain length is determined before ligation to lipid A core. Environ Microbiol2002; 4: 883—897.
54.
Creuzenet C. , Urbanic RV, Lam JSStructure—function studies of two novel UDP-GlcNAc C6 dehydratases/C4 reductases. Variation from the SYK dogma. J Biol Chem2002; 277: 26769—26778.
55.
Bélanger M. , Burrows LL, Lam JSFunctional analysis of genes responsible for the synthesis of the B-band O-antigen of Pseudomonas aeruginosa serotype O6 lipopolysaccharide. Microbiology1999; 145: 3505—3521.
56.
Dean CR, Datta A., Carlson RW, Goldberg JBWbjA adds glucose to complete the O-antigen trisaccharide repeating unit of the lipopolysaccharide of Pseudomonas aeruginosa serogroup O11. J Bacteriol2002; 184: 323—326.
57.
Dean CR, Goldberg JBThe wbpM gene in Pseudomonas aeruginosa serogroup O17 resides on a cryptic copy of the serogroup O11 O-antigen gene locus. FEMS Microbiol Rev2000; 187: 59—63.
58.
Creuzenet C. , Lam JSTopological and functional characterization of WbpM, an inner membrane UDP-GlcNAc C6 dehydratase essential for lipopolysaccharide biosynthesis in Pseudomonas aeruginosa. Mol Microbiol2001; 41: 1295—1310.
59.
Abeyrathne PD, Daniels C., Poon KK, Matewish MJ, Lam JSFunctional characterization of WaaL, a ligase associated with linking O-antigen polysaccharide to the core of Pseudomonas aeruginosa lipopolysaccharide. J Bacteriol2005; 187: 3002—3012.
60.
Comer JE, Marshall MA, Blanch VJ, Deal CD, Castric P.Identification of the Pseudomonas aeruginosa 1244 pilin glycosylation site . Infect Immun2002; 70: 2837—2845.
61.
Castric P., Cassels FJ, Carlson RWStructural characterization of the Pseudomonas aeruginosa 1244 pilin glycan . J Biol Chem2001; 276: 26479—26485.
62.
Burrows LL, Charter DF, Lam JSMolecular characterization of the Pseudomonas aeruginosa serotype O5 (PAO1) B-band lipopolysaccharide gene cluster. Mol Microbiol1996; 22: 481—495.
63.
Burrows LL, Urbanic RV, Lam JSFunctional conservation of the polysaccharide biosynthetic protein WbpM and its homologues in Pseudomonas aeruginosa and other medically significant bacteria . Infect Immun2000; 68: 931—936.
64.
Newton GJ, Daniels C., Burrows LL, Kropinski AM, Clarke AJ, Lam JSThree-component-mediated serotype conversion in Pseudomonas aeruginosa by bacteriophage D3. Mol Microbiol2001; 39: 1237—1247.
65.
Vinogradov EV, Knirel YA, Shashkov AS, Kochetkov NKDetermination of the degree of amidation of 2-deoxy-2-formamido-D-galacturonic acid in O-specific polysaccharides of Pseudomonas aeruginosa O4 and related strains. Carbohydr Res1987; 170: C1—C4.
66.
Kaya S., Araki Y., Ito E.The structure of the O-specific chain of lipopolysaccharide from Pseudomonas aeruginosa IID 1012 (ATCC 27588). J Biochem ( Tokyo) 1989; 105: 29—34.
67.
Zähringer U. , Rettenmaier H., Senchenkova SN, Knirel YAStructures of the O-chain of the lipopolysaccharide and a new 6-deoxy-D-talan from Burkholderia (Pseudomonas) plantarii strain . Carbohydr Res1997; 300: 143—151.
68.
Soldatkina MA, Knirel YA, Tanatar NV, Zakharova IYImmunological and structural studies of Pseudomonas cepacia lipopolysaccharide. Mikrobiol Zh1989 ; 51: 32—38.
Brigden C.J. , Wilkinson SGLipopolysaccharide from the O14 type strain of Serratia marcescens: structural studies of a polymeric fraction. Carbohydr Res1983; 115: 183—190.
71.
Nazarenko EL , Zubkov VA, Ivanova EP, Gorshkova RPStructure of the O-specific polysaccharide of Vibrio fluvialis serovar 3. Bioorg Khim1992; 18: 418—421.
72.
Lányi B., Adam MM, Vörös S.Serological relationship between Pseudomonas aeruginosa and Enterobacteriaceae. I. Relationship of Pseudomonas aeruginosa O-antigens to Salmonella, Arizona and Citrobacter. Acta Microbiol Acad Sci Hung1972; 19: 259—265.
73.
Lányi B., Vörös S., Adam MMSerological relationship between Pseudomonas aeruginosa and Enterobacteriaceae. II. Relationship of Pseudomonas aeruginosa O-antigens to Escherichia, Shigella, Proteus, Morganella, Rettgerella and Providencia. Acta Microbiol Acad Sci Hung1973; 20: 249—254.
74.
Vinogradov EV, Shashkov AS, Knirel YA et al. The structure of the O-specific polysaccharide chain of the lipopolysaccharide of Salmonella arizonae O61. Carbohydr Res1992; 231: 1—11.
75.
L'vov VL, Shashkov AS, Dmitriev BAAntigenic polysaccharides of bacteria. The structure of the repeating unit of the specific polysaccharide from Shigella boydii type 7. Bioorg Khim1987; 13: 223—233.
76.
Rivera M., Bryan LE, Hancock Rew, McGroarty EJHeterogeneity of lipopolysaccharides from Pseudomonas aeruginosa: analysis of lipopolysaccharide chain length. J Bacteriol1988; 170: 512—521.
77.
Arsenault TL , Hughes DW, MacLean DB, Szarek WA, Kropinski AMB, Lam JS. Structural studies on the polysaccharide portion of “A-band” lipopolysaccharide from a mutant (AK1401) of Pseudomonas aeruginosa strain PAO1. Can J Chem1991; 69: 1273—1280.
78.
Knirel YA, Kocharova NAStructure and properties of the common polysaccharide antigen of Pseudomonas aeruginosa. Biochemistry (Moscow) 1995; 60: 1499—1507.