Home / Publications / Higher aldulosonic acids: components of bacterial glycans

Higher aldulosonic acids: components of bacterial glycans

Yuriy Aleksandrovich Knirel 1
Yuriy Aleksandrovich Knirel
, 
Sergei Dmitrievich Shevelev 1
Sergei Dmitrievich Shevelev
, 
Andrei Vyacheslavovich Perepelov 1
Andrei Vyacheslavovich Perepelov
10.1016/j.mencom.2011.07.001
Published 2011-07-01
Focus article , Volume 21, Issue 4, 173-182
35
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Knirel Y. A., Shevelev S. D., Perepelov A. V. Higher aldulosonic acids: components of bacterial glycans // Mendeleev Communications. 2011. Vol. 21. No. 4. pp. 173-182.
GOST all authors (up to 50) Copy
Knirel Y. A., Shevelev S. D., Perepelov A. V. Higher aldulosonic acids: components of bacterial glycans // Mendeleev Communications. 2011. Vol. 21. No. 4. pp. 173-182.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2011.07.001
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.07.001
TI - Higher aldulosonic acids: components of bacterial glycans
T2 - Mendeleev Communications
AU - Knirel, Yuriy Aleksandrovich
AU - Shevelev, Sergei Dmitrievich
AU - Perepelov, Andrei Vyacheslavovich
PY - 2011
DA - 2011/07/01
PB - Mendeleev Communications
SP - 173-182
IS - 4
VL - 21
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2011_Knirel,
author = {Yuriy Aleksandrovich Knirel and Sergei Dmitrievich Shevelev and Andrei Vyacheslavovich Perepelov},
title = {Higher aldulosonic acids: components of bacterial glycans},
journal = {Mendeleev Communications},
year = {2011},
volume = {21},
publisher = {Mendeleev Communications},
month = {Jul},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.07.001},
number = {4},
pages = {173--182},
doi = {10.1016/j.mencom.2011.07.001}
}
MLA
Cite this
MLA Copy
Knirel, Yuriy Aleksandrovich, et al. “Higher aldulosonic acids: components of bacterial glycans.” Mendeleev Communications, vol. 21, no. 4, Jul. 2011, pp. 173-182. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.07.001.
Views / Downloads
1 / 5

Abstract

Recent data on the natural occurrence, chemistry, and biochemistry of C8 and C9 aldulosonic acids (3-deoxy-D-manno-oct-2-ulosonic acid, sialic acids, N-acyl derivatives of 5,7-diamino-3,5,7,9-tetradeoxynon-2-ulosonic acids, and some others) as well as on the structures and biological significance of bacterial glycans containing these higher acidic monosaccharides are summarized.

References

1.
Microbial Glycobiology: Structures, Relevance and Applications, eds. A. Moran, P. Brennan, O. Holst and M. Von Itzstein, Elsevier, Amsterdam, 2009.
2.
10.1016/j.mencom.2011.07.001_bib0010
Seltmann
The Bacterial Cell Wall, 2002
3.
Y. A. Knirel, in Progress in the Synthesis of Complex Carbohydrate Chains of Plant and Microbial Polysaccharides, ed. N. E. Nifantiev, Transworld Research Network, Kerala, India, 2009, pp. 181-198.
4.
ASSEMBLY AND ENLARGEMENT OF THE PRIMARY CELL WALL IN PLANTS
Cosgrove D.J.
Annual Review of Cell and Developmental Biology, 1997
6.
O. Holst, in Endotoxin in Health and Disease, eds. H. Brade, S.M. Opal, S.N. Vogel and D. C. Morrison, Marcel Dekker, New York, 1999, pp. 115-154.
7.
Temperature-Dependent Variations and Intraspecies Diversity of the Structure of the Lipopolysaccharide of Yersinia pestis,
Knirel Y.A., Lindner B., Vinogradov E.V., Kocharova N.A., Senchenkova S.N., Shaikhutdinova R.Z., Dentovskaya S.V., Fursova N.K., Bakhteeva I.V., Titareva G.M., Balakhonov S.V., Holst O., Gremyakova T.A., Pier G.B., Anisimov A.P., et. al.
Biochemistry, 2005
8.
Structural Investigation of the Lipopolysaccharide from Acinetobacter Haemolyticus Strain NCTC 10305 (ATCC 17906, DNA Group 4)
Vinogradov E.V., Muller-Loennies S., Petersen B.O., Meshkov S., Thomas-Oates J.E., Holst O., Brade H.
FEBS Journal, 1997
10.
Characterization of a Novel Branched Tetrasaccharide of 3-Deoxy-d-manno-oct-2-ulopyranosonic Acid
Vinogradov E.V., Petersen B.O., Thomas-Oates J.E., Duus J.Ø., Brade H., Holst O.
Journal of Biological Chemistry, 1998
11.
Absolute Configuration of 8-Amino-3,8-dideoxyoct-2-ulosonic Acid, the Chemical Hallmark of Lipopolysaccharides of the Genus Shewanella
Leone S., Molinaro A., De Castro C., Baier A., Nazarenko E.L., Lanzetta R., Parrilli M.
Journal of Natural Products, 2007
12.
Structure and Biosynthesis of the Capsular Antigens of Escherichia coli
Jann B., Jann K.
Current Topics in Microbiology and Immunology, 1990
22.
Structure of an Acidic Exopolysaccharide of Burkholderia pseudomallei
Nimtz M., Wray V., Domke T., Brenneke B., Haussler S., Steinmetz I.
FEBS Journal, 1997
23.
Exopolysaccharides produced by a clinical strain of Burkholderia cepacia isolated from a cystic fibrosis patient
Cescutti P., Impallomeni G., Garozzo D., Sturiale L., Herasimenka Y., Lagatolla C., Rizzo R.
Carbohydrate Research, 2003
24.
Structural analysis of the exopolysaccharide from Burkholderia caribensis strain MWAP71
Vanhaverbeke C., Heyraud A., Achouak W., Heulin T.
Carbohydrate Research, 2001
25.
Structure of the capsular polysaccharide from Alteromonas nigrifaciens IAM 13010T containing 2-acetamido-2,6-dideoxy-l-talose and 3-deoxy-d-manno-octulosonic acid
Gorshkova R.P., Nazarenko E.L., Zubkov V.A., Shashkov A.S., Knirel Y.A., Paramonov N.A., Meshkov S.V., Ivanova E.P.
Carbohydrate Research, 1997
26.
The structure of the O-polysaccharide from the lipopolysaccharide of Providencia alcalifaciens O36 containing 3-deoxy-d-manno-oct-2-ulosonic acid
Kocharova N.A., Ovchinnikova O.G., Torzewska A., Shashkov A.S., Knirel Y.A., Rozalski A.
Carbohydrate Research, 2007
27.
Structure of an acidic polysaccharide from the marine bacterium Pseudoalteromonas flavipulchra NCIMB 2033T
Muldoon J., Perepelov A.V., Shashkov A.S., Nazarenko E.L., Zubkov V.A., Gorshkova R.P., Ivanova E.P., Gorshkova N.M., Knirel Y.A., Savage A.V.
Carbohydrate Research, 2003
29.
Characterization of the O-antigen in the lipopolysaccharide of Cronobacter (Enterobacter) malonaticus 3267
MacLean L.L., Vinogradov E., Pagotto F., Farber J.M., Perry M.B.
Biochemistry and Cell Biology, 2009
31.
Kdo: a critical monosaccharide for bacteria viability
Cipolla L., Gabrielli L., Bini D., Russo L., Shaikh N.
Natural Product Reports, 2010
33.
Dioxygenases in Burkholderia ambifaria and Yersinia pestis that hydroxylate the outer Kdo unit of lipopolysaccharide
Chung H.S., Raetz C.R.
Proceedings of the National Academy of Sciences of the United States of America, 2010
35.
Structure of the capsular polysaccharide of Klebsiella ozaenae serotype K4 containing 3-deoxy-d-glycero-d-galacto-nonulosonic acid
Knirel Y.A., Kocharova N.A., Shashkov A.S., Kochetkov N.K., Mamontova V.A., Solov'eva T.F.
Carbohydrate Research, 1989
36.
Structural determination of a 5-O-methyl-deaminated neuraminic acid (Kdn)-containing polysaccharide isolated from Sinorhizobium fredii
GIL-SERRANO A.M., RODR M.A., TEJERO-MATEO P., ESPARTERO J.L., THOMAS-OATES J., RUIZ-SAINZ J.E., BUEND A.M.
Biochemical Journal, 1998
37.
10.1016/j.mencom.2011.07.001_bib0185
Tul'skaya
Biokhimiya, 2011
39.
The enzymes of sialic acid biosynthesis
Tanner M.E.
Bioorganic Chemistry, 2005
40.
Chemistry, metabolism, and biological functions of sialic acids.
Schauer R.
Advances in Carbohydrate Chemistry and Biochemistry, 1982
41.
T. Janas and T. Janas, in Polysaccharides: Structural Diversity and Functional Versatility, ed. S. Dumitriu, Marcel Dekker, New York, 2005, pp. 707-727.
42.
K. Jann and B. Jann, in Polysaccharides: Structural Diversity and Functional Versatility, ed. S. Dumitriu, Marcel Dekker, New York, 1998, pp. 211-235.
43.
Biosynthesis and production of polysialic acids in bacteria
Ferrero M.Á., Aparicio L.R.
Applied Microbiology and Biotechnology, 2010
45.
Structural and Genetic Diversity of Group B Streptococcus Capsular Polysaccharides
Cieslewicz M.J., Chaffin D., Glusman G., Kasper D., Madan A., Rodrigues S., Fahey J., Wessels M.R., Rubens C.E.
Infection and Immunity, 2005
46.
Discovery and characterization of sialic acid O-acetylation in group B Streptococcus
Lewis A.L., Nizet V., Varki A.
Proceedings of the National Academy of Sciences of the United States of America, 2004
47.
Structure determination ofStreptococcus suisserotype 2 capsular polysaccharide
Van Calsteren M., Gagnon F., Lacouture S., Fittipaldi N., Gottschalk M.
Biochemistry and Cell Biology, 2010
50.
Structural and Genetic Characterization of Enterohemorrhagic Escherichia coli O145 O Antigen and Development of an O145 Serogroup-Specific PCR Assay
Feng L., Senchenkova S.N., Tao J., Shashkov A.S., Liu B., Shevelev S.D., Reeves P.R., Xu J., Knirel Y.A., Wang L.
Journal of Bacteriology, 2005
52.
A. Gamian, T. Lipinski, C. Jones, E. Hossam, A. Korzeniowska-Kowal and J. Rybka, unpublished data.
54.
Structure of the acidic polysaccharide chain of the lipopolysaccharide of Shewanella alga 48055.
Shashkov A.S., Senchenkova S.N., Nazarenko E.V., Zubkov V.A., Gorshkova N.M., Knirel Y.A., Gorshkova R.P.
Carbohydrate Research, 1998
55.
Biosynthesis of Cryptic Lipopolysaccharide Glycoforms in Haemophilus influenzae Involves a Mechanism Similar to That Required for O-Antigen Synthesis
Hood D.W., Randle G., Cox A.D., Makepeace K., Li J., Schweda E.K., Richards J.C., Moxon E.R.
Journal of Bacteriology, 2004
60.
NeuA Sialic Acid O-Acetylesterase Activity Modulates O-Acetylation of Capsular Polysaccharide in Group B Streptococcus
Lewis A.L., Cao H., Patel S.K., Diaz S., Ryan W., Carlin A.F., Thon V., Lewis W.G., Varki A., Chen X., Nizet V.
Journal of Biological Chemistry, 2007
61.
Identification and Characterization of NeuB3 from Campylobacter jejuni as a Pseudaminic Acid Synthase
Chou W.K., Dick S., Wakarchuk W.W., Tanner M.E.
Journal of Biological Chemistry, 2005
64.
The CMP-legionaminic acid pathway in Campylobacter: Biosynthesis involving novel GDP-linked precursors
Schoenhofen I.C., Vinogradov E., Whitfield D.M., Brisson J., Logan S.M.
Glycobiology, 2009
65.
Sialic acids of a new type from the lipopolysaccharides of Pseudomonas aeruginosa and Shigella boydii
Knirel Y.A., Vinogradov E.V., L'vov V.L., Kocharova N.A., Shashkov A.S., Dmitriev B.A., Kochetkov N.K.
Carbohydrate Research, 1984
66.
5,7-DIAMINO-3,5,7,9-TETRADEOXYNON-2-ULOSONIC ACIDS IN BACTERIAL GLYCOPOLYMERS: CHEMISTRY AND BIOCHEMISTRY
Knirel Y.A., Shashkov A.S., Tsvetkov Y.E., Jansson P., Zähringer U.
Advances in Carbohydrate Chemistry and Biochemistry, 2003
68.
First Isolation and Identification of a Di-N-Acyl Derivative of 5,7-Diamino-3,5,7,9-tetradeoxy-L-glycero-D-galacto-non-2-ulosonic (8-Epilegionaminic) Acid
Knirel Y.A., Senchenkova S.N., Shashkov A.S., Shevelev S.D., Perepelov A.V., Bin L., Feng L., Wang L.
Advanced Science Letters, 2009
71.
10.1016/j.mencom.2011.07.001_bib0355
Perepelov
Biokhimiya, 2010
72.
Structural and genetic characterization of the O-antigen of Escherichia coli O161 containing a derivative of a higher acidic diamino sugar, legionaminic acid
Li X., Perepelov A.V., Wang Q., Senchenkova S.N., Liu B., Shevelev S.D., Guo X., Shashkov A.S., Chen W., Wang L., Knirel Y.A.
Carbohydrate Research, 2010
73.
10.1016/j.mencom.2011.07.001_bib0365
Nazarenko
Biokhimiya, 2011
74.
10.1016/j.mencom.2011.07.001_bib0370
Knirel
Biokhimiya, 2001
77.
A pseudoaminic acid-containing O-specific polysaccharide from a marine bacterium Cellulophaga fucicola
Perepelov A.V., Shashkov A.S., Tomshich S.V., Komandrova N.A., Nedashkovskaya O.I.
Carbohydrate Research, 2007
81.
Targeted Metabolomics Analysis of Campylobacter coli VC167 Reveals Legionaminic Acid Derivatives as Novel Flagellar Glycans
McNally D.J., Aubry A.J., Hui J.P., Khieu N.H., Whitfield D., Ewing C.P., Guerry P., Brisson J., Logan S.M., Soo E.C.
Journal of Biological Chemistry, 2007
82.
Identification of novel carbohydrate modifications on Campylobacter jejuni 11168 flagellin using metabolomics-based approaches
Logan S.M., Hui J.P., Vinogradov E., Aubry A.J., Melanson J.E., Kelly J.F., Nothaft H., Soo E.C.
FEBS Journal, 2009
83.
Flagellar glycosylation in Clostridium botulinum
Twine S.M., Paul C.J., Vinogradov E., McNally D.J., Brisson J., Mullen J.A., McMullin D.R., Jarrell H.C., Austin J.W., Kelly J.F., Logan S.M.
FEBS Journal, 2008
84.
Structural and Functional Characterization of PseC, an Aminotransferase Involved in the Biosynthesis of Pseudaminic Acid, an Essential Flagellar Modification in Helicobacter pylori
Schoenhofen I.C., Lunin V.V., Julien J., Li Y., Ajamian E., Matte A., Cygler M., Brisson J., Aubry A., Logan S.M., Bhatia S., Wakarchuk W.W., Young N.M.
Journal of Biological Chemistry, 2006
85.
5,7-Diamino-5,7,9-trideoxynon-2-ulosonic acid: a novel sugar from a phytopathogenic Pseudomonas lipopolysaccharide
Corsaro M.M., Evidente A., Lanzetta R., Lavermicocca P., Parrilli M., Ummarino S.
Carbohydrate Research, 2002
86.
Structure of the polysaccharide chain of the lipopolysaccharide from Flexibacter maritimus
Vinogradov E., MacLean L.L., Crump E.M., Perry M.B., Kay W.W.
FEBS Journal, 2003
87.
Advances in the Biology and Chemistry of Sialic Acids
Chen X., Varki A.
ACS Chemical Biology, 2010
88.
Innovations in host and microbial sialic acid biosynthesis revealed by phylogenomic prediction of nonulosonic acid structure
Lewis A.L., Desa N., Hansen E.E., Knirel Y.A., Gordon J.I., Gagneux P., Nizet V., Varki A.
Proceedings of the National Academy of Sciences of the United States of America, 2009
89.
New Targets for Antibacterial Design: Kdo Biosynthesis and LPS Machinery Transport to the Cell Surface
Cipolla L., Polissi A., Airoldi C., Gabrielli L., Merlo S., Nicotra F.
Current Medicinal Chemistry, 2011