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1. (Article ID: 1582)
Wang Z, Vinogradov E, Larocque S, Harrison BA, Li J, Altman E
Structural and serological characterization of the O-chain polysaccharide of Aeromonas salmonicida strains A449, 80204 and 80204-1
Carbohydrate Research 340(4) (2005)
693-700
The O-chain polysaccharide (O-PS) of Aeromonas salmonicida was studied by a combination of compositional, methylation, CE-ESMS and one- and two-dimensional NMR analyses. It was found to be a branched polymer of trisaccharide-repeating units composed of l-rhamnose (Rha), d-glucose (Glc), 2-acetamido-2-deoxy-d-mannose (ManNAc) and O-acetyl group (OAc) and having the following structure: CE-ESMS analysis of A. salmonicida cells from strains A449, 80204 and 80204-1 grown under different conditions confirmed that the O-PS structure was conserved. ELISA-based serological study with native LPS-specific antisera performed on the native O-PS and its O-deacetylated and periodate-oxidized derivatives confirmed the importance of the O-PS backbone structure as an immunodominant determinant
Lipopolysaccharide, NMR, Aeromonas salmonicida, ELISA, O-chain polysaccharide, 2-acetamido-2-deoxy-D-mannose, CE-ESMS
NCBI PubMed ID: 15721342Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: eleonora.altman
nrc-cnrc.gc.ca
Institutions: Institute for Biological Sciences, National Research Council of Canada, Ottawa, Ontario, Canada K1A 0R6
Methods: methylation, NMR, composition analysis, CE-ESI-MS
The publication contains the following compound(s):
- Compound ID: 4168
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G55357ZY, GlycomeDB:
27630
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2. (Article ID: 3821)
Banoub JH, El Aneed A, Cohen AM, Joly N
Structural investigation of bacterial lipopolysaccharides by mass spectrometry and tandem mass spectrometry
Mass Spectrometry Reviews 29(4) (2010)
606-650
Mass spectrometric studies are now playing a leading role in the elucidation of lipopolysaccharide (LPS) structures through the characterization of antigenic polysaccharides, core oligosaccharides and lipid A components including LPS genetic modifications. The conventional MS and MS/MS analyses together with CID fragmentation provide additional structural information complementary to the previous analytical experiments, and thus contribute to an integrated strategy for the simultaneous characterization and correct sequencing of the carbohydrate moiety.
LPS, O-antigen, lipid A, core oligosaccharide, MS and MS/MS analyses
NCBI PubMed ID: 20589944Publication DOI: 10.1002/mas.20258Journal NLM ID: 8219702Publisher: Wiley
Correspondence: joe.banoub
dfo-mpo.gc.ca
Institutions: Fisheries and Oceans Canada, Science Branch, Special Projects, P.O. Box 5667, St. John's, Newfoundland, Canada A1C 5X1, Department of Chemistry, Memorial University of Newfoundland, St. John's, Newfoundland, Canada A1B 3V6, College of Pharmacy and Nutrition, University of Saskatchewan, Thorvaldson Building, 110 Science Place, Saskatoon, Saskatchewan, Canada S7N 5C9, Unité de Catalyse et de Chimie du Solide, Site de l'Artois—UMR CNRS 8181, I.U.T. de Béthune, Département Chimie, 1230 rue de l'Université, BP819, 62408 Béthune Cedex, France, Institute for Marine Biosciences Room 219A, (NRC-IMB), National Research Council of Canada, Government of Canada, 1411 Oxford Street, Halifax, NS, Canada B3H 3Z1
Methods: MS/MS, MS
The publication contains the following compound(s):
- Compound ID: 164
|
Lau-(1-3)-3HOMyr-(1-2)-+
|
Lau-(1-3)-3HOMyr-(1-2)-+ |
| |
EtN-(1---P---P---4)-b-D-GlcpN-(1-6)-a-D-GlcpN-(1---P---P---1)-EtN
| |
3HOLau-(1-3)-+ 3HOLau-(1-3)-+ |
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Structure type: oligomer
Compound class: lipid A
- Compound ID: 160
|
Myr-(1-3)-3HOMyr-(1-3)-+ 3HOMyr-(1-2)-+
| |
Lau-(1-3)-3HOMyr-(1-2)-b-D-GlcpN-(1-6)-a-D-GlcpN-(1-P
| |
P-4)-+ 3HOMyr-(1-3)-+ |
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Structure type: oligomer
Trivial name: lipid IVA
Compound class: LOS, lipid A, glycolipid
Reference(s) to other database(s): GlycomeDB:
7396
- Compound ID: 8835
|
a-D-GlcpN-(1-7)-+
|
a-D-GlcpA-(1-2)-L-gro-a-D-manHepp-(1-3)-+
|
a-D-GalpNA-(1-6)-+ |
| |
L-gro-a-D-manHepp-(1-4)-+ | | /Variants 0/-+
| | | |
a-D-GlcpNAc-(1-4)-b-D-ManpNAc3NAcA-(1-3)-b-L-FucpNAc4NMe-(1-6)-a-D-GlcpN-(1-4)-b-D-Glcp-(1-4)-L-gro-a-D-manHepp-(1-5)-a-Kdop-(2--/lipid A/
/Variants 0/ is:
P-4)-
OR (exclusively)
EtN-(1--P--4)-- |
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Structure type: oligomer
Aglycon: lipid A
Compound class: core oligosaccharide
- Compound ID: 8851
|
Myr-(1-3)-+ 3HOAch-(1-2)-+
| |
Ste-(1-3)-3HOAch-(1-2)-b-D-GlcpN-(1-6)-a-D-GlcpN-(1-P
| |
P-4)-+ Myr-(1-3)-+ |
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Structure type: oligomer
Compound class: lipid A
- Compound ID: 8825
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide
Reference(s) to other database(s): GTC:G32020LR, GlycomeDB:
25549
- Compound ID: 161
|
Lau-(1-3)-3HOMyr-(1-3)-+ 3HOMyr-(1-2)-+
| |
Myr-(1-3)-3HOMyr-(1-2)-b-D-GlcpN-(1-6)-a-D-GlcpN-(1-P
| |
P-4)-+ 3HOMyr-(1-3)-+ |
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Structure type: oligomer
Compound class: lipid A
- Compound ID: 162
|
3HOMyr-(1-3)-+ 3HOMyr-(1-2)-+
| |
Myr-(1-3)-3HOMyr-(1-2)-b-D-GlcpN-(1-6)-a-D-GlcpN-(1-P
| |
P-4)-+ 3HODco-(1-3)-+ |
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Structure type: oligomer
Compound class: lipid A
- Compound ID: 8852
|
/Variants 0/-+
|
a-D-GalpA-(1-4)-+ |
| |
3HOBut-(1-27)-27HOMon-(1-3)-3HOMyr-(1-2)-b-D-GlcpN-(1-6)-D-GlcN-onic
| |
3HOMyr-(1-3)-+ |
|
3HOMyr-(1-3)-+
/Variants 0/ is:
Ste-(1-2)-
OR (exclusively)
Pam-(1-2)- |
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Structure type: oligomer
Compound class: lipid A
- Compound ID: 8827
|
-4)-b-D-GlcpNAc3NAcA6NH2-(1-4)-b-D-GlcpNAc3NAcA6NH2-(1-4)-a-D-GalpNAc3NAcA6NH2-(1- |
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Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide
Reference(s) to other database(s): GTC:G11092DJ, GlycomeDB:
26669
- Compound ID: 8828
Structure type: fragment of a bigger structure
Aglycon: (1->4) O-antigen (ID 25514)
Compound class: O-polysaccharide
Reference(s) to other database(s): GTC:G01424TS
- Compound ID: 172
|
b-D-Glcp-(1-2)-+
|
a-D-Galp-(1-2)-+ |
| |
a-Neup5Ac-(2-3)-+ | | /Variants 0/-+
| | | |
b-D-Galp-(1-3)-b-D-GalpNAc-(1-4)-b-D-Galp-(1-3)-b-D-Galp-(1-3)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-5)-Kdop-(2--/lipid A/
|
b-D-Glcp-(1-4)-+
/Variants 0/ is:
P-6)-
OR (exclusively)
EtN-(1--P--6)-- |
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Structure type: oligomer
Aglycon: lipid A
Compound class: core oligosaccharide, LPS
- Compound ID: 2686
Structure type: homopolymer
Compound class: O-polysaccharide
- Compound ID: 179
|
a-Neup5Ac-(2-6)-+
|
-6)-b-D-Galf-(1-3)-b-D-GalpNAc-(1-3)-b-D-Galp-(1- |
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Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G47888NW, GlycomeDB:
25535
- Compound ID: 8829
Structure type: monomer
Compound class: O-polysaccharide
Reference(s) to other database(s): GlycomeDB:
37833
- Compound ID: 181
|
R-3HOBut-(1-4)-+
|
-3)-a-D-QuipNAc4N-(1-3)-a-L-Rhap-(1-2)-a-L-Rhap-(1-2)-S-2HOSuc-(4-2)-a-L-FucpN-(1- |
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Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide
- Compound ID: 8842
Structure type: fragment of a bigger structure
Trivial name: galactan I
Compound class: O-polysaccharide
Reference(s) to other database(s): GTC:G85324FU, GlycomeDB:
3485
- Compound ID: 8843
Structure type: fragment of a bigger structure
Trivial name: galactan II
Compound class: O-polysaccharide
Reference(s) to other database(s): GTC:G48051JW, GlycomeDB:
3792
- Compound ID: 8844
|
{{{-b-D-Galp-(1-3)-a-D-Galp-(1-3)-}}}b-D-Galf-(1-3)-{{{-a-D-Galp-(1-3)-b-D-Galf-(1-3)-}}}a-D-Galp-(1--/(1->3) common part of core oligosaccharide ID 25530/ |
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Structure type: oligomer
Aglycon: (1->3) common part of core oligosaccharide ID 25530
Compound class: O-polysaccharide
Reference(s) to other database(s): GTC:G94030OZ
- Compound ID: 8845
|
b-D-Galf-(1-3)-{{{-a-D-Galp-(1-3)-b-D-Galf-(1-3)-}}}a-D-Galp-(1--/(1->3) common part of core oligosaccharide ID 25530/ |
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Structure type: oligomer
Aglycon: (1->3) common part of core oligosaccharide ID 25530
Compound class: O-polysaccharide
Reference(s) to other database(s): GTC:G33977UN
- Compound ID: 8846
|
{{{-b-D-Galf-(1-3)-b-D-GlcpNAc-(1-5)-}}}b-D-Galf-(1-3)-{{{-a-D-Galp-(1-3)-b-D-Galf-(1-3)-}}}a-D-Galp-(1--/(1->3) common part of core oligosaccharide ID 25530/ |
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Structure type: oligomer
Aglycon: (1->3) common part of core oligosaccharide ID 25530
Trivial name: antigen 2c
Compound class: O-polysaccharide
Reference(s) to other database(s): GTC:G78049HR, GlycomeDB:
26810
- Compound ID: 8847
|
{{{-a-D-Manp-(1-2)-a-D-Manp-(1-2)-a-D-Manp-(1-3)-a-D-Manp-(1-3)-a-D-Manp-(1-2)-}}}a-D-Manp-(1-2)-a-D-Manp-(1-2)-a-D-Manp-(1-3)-a-D-Manp-(1-3)-a-D-Manp-(1-3)-a-D-Manp-(1-3)-a-D-Manp-(1--/(1->3) common part of core oligosaccharide ID 25530/ |
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Structure type: oligomer
Aglycon: (1->3) common part of core oligosaccharide ID 25530
Compound class: O-polysaccharide
Reference(s) to other database(s): GTC:G23772JO, GlycomeDB:
25318
- Compound ID: 8848
|
a-Kdop-(2-2)-{{{-b-D-Ribf-(1-4)-a-D-Galp-(1-2)-}}}b-D-Ribf-(1-4)-a-D-Galp-(1--/(1->3) common part of core oligosaccharide ID 25530/ |
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Structure type: oligomer
Aglycon: (1->3) common part of core oligosaccharide ID 25530
Compound class: O-polysaccharide
Reference(s) to other database(s): GTC:G93668PN
- Compound ID: 8849
|
a-D-Manp3Me-(1-3)-{{{-b-D-Manp-(1-2)-a-D-Manp-(1-2)-a-D-Manp-(1-3)-}}}a-D-Manp-(1-3)-a-D-Manp-(1--/(1->3) common part of core oligosaccharide ID 25530/ |
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Structure type: oligomer
Aglycon: (1->3) common part of core oligosaccharide ID 25530
Compound class: O-polysaccharide
Reference(s) to other database(s): GTC:G30692XK
- Compound ID: 8850
|
b-Kdop-(2-3)-{{{-a-L-Rhap-(1-3)-b-D-GlcpNAc-(1-4)-}}}a-L-Rhap-(1--/(1->3) common part of core oligosaccharide ID 25530/ |
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Structure type: oligomer
Aglycon: (1->3) common part of core oligosaccharide ID 25530
Compound class: O-polysaccharide
Reference(s) to other database(s): GTC:G55244RP
- Compound ID: 8831
|
/Variants 1/-+ /Variants 0/-+ a-Kdop-(2-4)-+
| | |
/Variants 2/-a-D-GlcpN-(1-4)-a-D-GalpA-(1-3)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-5)-a-Kdop-(2--/lipid A/
/Variants 0/ is:
b-D-Glcp-(1-4)-
OR (exclusively)
b-D-GalpA-(1-6)-b-D-Glcp-(1-4)-
/Variants 1/ is:
L-gro-a-D-manHepp-(1-7)-
OR (exclusively)
b-D-GalpA-(1-7)-L-gro-a-D-manHepp-(1-7)-
/Variants 2/ is:
a-Kdop-(2-6)-
OR (exclusively)
L-gro-a-D-manHepp-(1-4)-a-Kdop-(2-6)- |
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Structure type: oligomer
Aglycon: lipid A
Compound class: core oligosaccharide
- Compound ID: 8841
|
?%a-Hepp-(1-4)-+
|
Subst-(1-3)-b-D-GlcNAc-(1-5)-a-Kdop-(2-6)-Sug
Subst = O-antigen;
Sug = anhMan |
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Structure type: fragment of a bigger structure
Trivial name: common part of the core oligosaccharide
Compound class: core oligosaccharide
- Compound ID: 4168
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G55357ZY, GlycomeDB:
27630
- Compound ID: 1497
|
b-D-Galp-(1-3)-+
|
-4)-a-L-Rhap-(1-3)-b-D-Galp-(1-4)-b-D-GalpNAc-(1- |
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Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G33582UT, GlycomeDB:
15662
- Compound ID: 1482
|
a-Yerp-(1-2)-+
|
-2)-a-D-Rhap-(1-3)-a-D-Rhap-(1-3)-a-D-Rhap-(1-
Yer = 3,6-dideoxy-4-C-[(S)-1-hydroxyethyl]-D-xylo-hexose (yersiniose A) |
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Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide
- Compound ID: 4228
|
L-Thr-(2-6)-a-D-GalpA-(1-3)-+
|
-3)-b-D-GlcpNAc-(1-4)-b-D-GalpNAc-(1-3)-a-D-Galp-(1-4)-a-L-Rhap-(1- |
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Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide
Reference(s) to other database(s): GlycomeDB:
33690
- Compound ID: 8826
|
a-D-GalpA2(%)Ac3(%)Ac-(1-3)-+
|
-3)-b-D-GlcpNAc-(1-4)-b-D-GalpNAc-(1-3)-a-D-Galp-(1-4)-a-L-Rhap-(1- |
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Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide
Reference(s) to other database(s): GTC:G39811ND
- Compound ID: 4222
|
b-D-ManpNAc3NAmA-(1-4)-b-D-ManpNAc3NAmA-(1-3)-a-D-FucpNAc-(1-4)-b-D-ManpNAc3NAmA-(1-4)-b-D-ManpNAc3NAmA-(1-3)-b-D-FucpNAc-(1-6)-D-2,5anhMan-ol |
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Structure type: oligomer
Compound class: O-polysaccharide
Reference(s) to other database(s): GlycomeDB:
27653
- Compound ID: 7550
|
b-D-Glcp-(1-4)-+
|
-4)-b-D-Galp-(1-3)-a-D-GalpNAc-(1-4)-a-D-Quip3NAc-(1-3)-a-L-Rhap-(1- |
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Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G49966KI, GlycomeDB:
34675
- Compound ID: 8832
|
L-gro-a-D-manHepp-(1-7)-+ b-D-Glcp-(1-4)-+ a-Kdop-(2-4)-+
| | |
a-D-Galp-(1-4)-a-D-GlcpN-(1-4)-a-D-GalpA-(1-3)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-5)-a-Kdop-(2--/lipid A/ |
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Structure type: oligomer
Aglycon: lipid A
Compound class: core oligosaccharide
Reference(s) to other database(s): GTC:G65589TQ, GlycomeDB:
37834
- Compound ID: 8834
|
b-D-Glcp-(1-6)-+ L-gro-a-D-manHepp-(1-7)-+ b-D-Galp-(1-4)-+
| | |
b-D-Galp-(1-4)-a-D-GlcpN-(1-4)-a-D-GalpA-(1-3)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-5)-a-Kdop-(2--/lipid A/
|
b-D-Glcp-(1-2)-+ |
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Structure type: oligomer
Aglycon: lipid A
Compound class: core oligosaccharide
Reference(s) to other database(s): GTC:G03911YM, GlycomeDB:
37835
- Compound ID: 8837
|
a-Legp-(2-6)-b-D-Glcp-(1-4)-+
|
a-L-Rhap-(1-4)-a-D-Glcp-(1-2)-L-gro-a-D-manHepp-(1-3)-D-gro-a-D-manHepp-(1-5)-Kdop
|
EtN-(1--P--?)--+ |
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Structure type: oligomer
Compound class: core oligosaccharide
Reference(s) to other database(s): GTC:G18668WC
- Compound ID: 8838
|
Kdop-(2-8)-+
|
a-D-GlcpNAc-(1-2)-b-D-Glcp-(1-4)-+ |
| |
a-D-Galp-(1-4)-b-D-Galp-(1-4)-a-D-Glcp-(1-2)-b-D-Glcp-(1-6)-a-D-Glcp-(1-5)-Kdop-(2--/lipid A/
|
b-D-Glcp-(1-3)-+ |
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Structure type: fragment of a bigger structure
Aglycon: lipid A
Compound class: core oligosaccharide
Reference(s) to other database(s): GTC:G79710SV, GlycomeDB:
37836
- Compound ID: 8840
|
a-D-GlcpN-(1-7)-L-gro-a-D-manHepp-(1-4)-+
|
a-D-Galp-(1-4)-a-D-GalpNAc-(1-6)-a-D-Glcp-(1-4)-L-gro-a-D-manHepp-(1-2)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-5)-4,7anhKdoa
|
L-gro-a-D-manHepp-(1-6)-+ |
Show graphically |
Structure type: oligomer
Compound class: core oligosaccharide
Reference(s) to other database(s): GTC:G63005PW
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