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1. (Article ID: 4024)
Fregolino E, Gargiulo V, Lanzetta R, Parrilli M, Holst O, Castro CD
Identification and structural determination of the capsular polysaccharides from two Acinetobacter baumannii clinical isolates, MG1 and SMAL
Carbohydrate Research 346(7) (2011)
973-977
The structures of the capsular polysaccharides (CPSs) of the two clinical isolates Acinetobacter baumannii SMAL and MG1 were elucidated. Hot phenol/water extractions of the dry biomasses, followed by enzymatic digestions and repeated ultracentrifugations led to the isolation of polysaccharides that were negative in Western blot analysis utilizing an anti-lipid A antibody, thus proving that they were not the LPS O-antigens but CPSs. Their structures were established on the basis of NMR spectroscopy and GC-MS analyses. The A. baumannii MG1 CPS consisted of a linear aminopolysaccharide with acyl substitution heterogeneity at the N-4 amino group of QuipN4N: 4)-α-D-GlcpNAc-(1→4)-α-L-GalpNAcA-(1→3)-β-D-QuipNAc4NR-(1→ R=3-hydroxybutyrryl or acetyl. The repeating unit of the CPS produced by strain SMAL is a pentasaccharide, already reported for the O-antigen moiety from A. baumannii strain ATCC 17961: (formula, see text).
Acinetobacter baumannii, capsular polysaccharide, structural analysis, Western blot
NCBI PubMed ID: 21463855Publication DOI: 10.1016/j.carres.2011.03.024Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: decastro
unina.it
Institutions: Division of Structural Biochemistry, Research Center Borstel, Leibniz-Center for Medicine and Biosciences, Borstel, Germany, Università di Napoli Federico II, Dipartimento di Chimica Organica e Biochimica, Complesso Universitario Monte Sant’Angelo, Napoli, Italy
Methods: 13C NMR, 1H NMR, SDS-PAGE, sugar analysis, deacylation, Western blotting, NMR-1D
The publication contains the following compound(s):
- Compound ID: 9468
|
/Variants 0/-+
|
-4)-a-D-GlcpNAc6(50%)Ac-(1-4)-a-D-GalpNAcA-(1-3)-b-D-QuipNAc4N-(1-
/Variants 0/ is:
R-3HOBut-(1-4)-
OR (exclusively)
Ac-4)- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS
- Compound ID: 9467
|
/Variants 0/-+
|
-4)-a-D-GlcpNAc-(1-4)-a-L-GalpNAcA-(1-3)-b-D-QuipNAc4N-(1-
/Variants 0/ is:
81%Ac-4)-
OR (exclusively)
19%S-3HOBut-(1-4)- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS
- Compound ID: 8566
|
b-D-GlcpNAc3NAcA-(1-4)-+
|
-6)-b-D-Glcp-(1-3)-b-D-GalpNAc-(1-3)-a-D-Galp-(1-
|
b-D-GlcpNAc-(1-6)-+ |
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Structure type: polymer chemical repeating unit
Compound class: CPS, O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G47927SM, GlycomeDB:
37288
- Compound ID: 9469
|
b-D-GlcpN3NA-(1-4)-+
|
-6)-b-D-Glcp-(1-3)-b-D-GalpN-(1-3)-a-D-Galp-(1-
|
b-D-GlcpN-(1-6)-+ |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS
Reference(s) to other database(s): GTC:G29240YU
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2. (Article ID: 4819)
Giguere D
Surface polysaccharides from Acinetobacter baumannii: Structures and syntheses
Carbohydrate Research 418 (2015)
29-43
The emergence of multidrug-resistance Acinetobacter baumannii requires novel approaches for prevention, treatment and diagnosis. The structures of surface polysaccharides from A. baumannii are valuable tools to understand pathogenesis, virulence and immunogenicity. The synthesis of bacterial mono- or polysaccharides may result in novel probes to become important therapeutic options in the fight against A. baumannii. This report exemplifies the relevance of glycochemistry for the development of new antibiotics.
lipopolysaccharides, capsular polysaccharides, Acinetobacter, Acinetobacter baumannii, polysaccharide synthesis, surface polysaccharides
NCBI PubMed ID: 26531136Publication DOI: 10.1016/j.carres.2015.10.001Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: denis.giguere
chm.ulaval.ca
Institutions: Département de Chimie, Université Laval, Québec City, Québec, Canada G1V 0A6
The publication contains the following compound(s):
- Compound ID: 12079
Structure type: homopolymer
; n=9
Aglycon: 3-(4-(acetylthio)butyrylamino)propyl or spacer + carrier protein (Tetanus Toxoid)
Trivial name: PNAG
Reference(s) to other database(s): GTC:G11006VI
- Compound ID: 327
Structure type: polymer chemical repeating unit
Compound class: CPS, O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G70774JU, GlycomeDB:
25556
- Compound ID: 328
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen, LPS, cell wall polysaccharide
Reference(s) to other database(s): GTC:G52429QS, GlycomeDB:
6694
- Compound ID: 728
|
a-L-FucpNAc-(1-4)-+
|
-3)-a-D-GalpNAcA-(1-3)-a-L-FucpNAc-(1-3)-b-D-GlcpNAc-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS, O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G73635WZ, GlycomeDB:
25208
- Compound ID: 12077
|
a-Kdop-(2-4)-+
|
b-D-GlcpN-(1-7)-+ |
| |
a-D-GalpN(%)Ac-(1-4)-+ | |
| | |
a-D-Glcp-(1-2)-b-D-Glcp-(1-4)-b-D-Glcp-(1-4)-b-D-Glcp-(1-3)-a-D-GlcpNAcA-(1-4)-a-Kdop-(2-5)-a-Kdop-(2--/lipid A/ |
Show graphically |
Structure type: oligomer
Aglycon: lipid A
Compound class: core oligosaccharide
Reference(s) to other database(s): GTC:G80033MB
- Compound ID: 12078
|
a-Kdop-(2-4)-+
|
b-D-GlcpN-(1-7)-+ |
| |
a-D-GalpN(%)Ac-(1-4)-a-D-GlcpNAcA-(1-4)-a-Kdop-(2-5)-a-Kdop-(2--/lipid A/ |
Show graphically |
Structure type: oligomer
Aglycon: lipid A
Compound class: core oligosaccharide
Reference(s) to other database(s): GTC:G20251VZ
- Compound ID: 12072
|
/Variants 0/-+
|
-4)-a-D-GlcpNAc6(50%)Ac-(1-4)-a-D-GalpNAcA-(1-3)-b-D-QuipNAc4N-(1-
/Variants 0/ is:
66%Ac-4)-
OR (exclusively)
33%R-3HOBut-(1-4)- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide
- Compound ID: 2076
|
b-D-ManpNAc-(1-4)-a-D-Galp-(1-4)-+
|
-3)-b-D-GalpNAc-(1-3)-b-D-Galp-(1- |
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Structure type: polymer chemical repeating unit
Compound class: CPS, O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G40148IO, GlycomeDB:
25205
- Compound ID: 12080
Structure type: oligomer
Trivial name: repeating unit of the O-polysaccharide
Reference(s) to other database(s): GTC:G50329IW
- Compound ID: 2077
|
b-D-Glcp-(1-6)-+
|
-4)-b-D-GalpNAc-(1-3)-a-D-Galp-(1-6)-b-D-Galp-(1-3)-a-D-GalpNAc-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS, O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G69238MT, GlycomeDB:
25206
- Compound ID: 2078
|
b-D-Glcp-(1-3)-+
|
-6)-a-D-GlcpNAc-(1-4)-a-D-GalpNAc-(1-3)-a-D-GlcpNAc-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Trivial name: surface polysaccharide
Compound class: CPS, O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G53088UD, GlycomeDB:
25207
- Compound ID: 2085
|
/Variants 0/-+
|
-6)-a-D-GlcpNAc-(1-3)-a-L-FucpNAc-(1-3)-a-D-GlcpNAc-(1-4)-b-Legp7Ac-(2-
/Variants 0/ is:
50%S-3HOBut-(1-5)-
OR (exclusively)
50%Ac-5)- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
- Compound ID: 2087
|
R-3HOBut-(1-3)-b-D-Quip3N-(1-6)-a-D-GlcpNAc-(1-4)-+
|
-3)-b-D-GlcpNAc-(1-3)-b-D-GalpNAc-(1-3)-a-D-Galp-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS, O-polysaccharide, O-antigen
- Compound ID: 2088
|
a-D-Glcp-(1-6)-+
|
-3)-b-D-Quip4NAc-(1-3)-a-D-GalpNAc-(1-4)-a-D-GalpNAc-(1-3)-a-D-GalpNAc-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Trivial name: type K57 CPS
Compound class: CPS, O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G82786KR, GlycomeDB:
25210, SpecDB: ol.9
- Compound ID: 2089
|
b-L-Rhap-(1-4)-b-D-GlcpNAc-(1-3)-+
|
-3)-a-D-GlcpNAc-(1-2)-a-L-Rhap-(1-2)-a-L-Rhap-(1-3)-a-L-Rhap-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS, O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G32499RM, GlycomeDB:
25211
- Compound ID: 5483
|
a-D-ManpNAc-(1-3)-+
|
-3)-a-D-GlcpNAc-(1-2)-a-L-Rhap-(1-2)-a-L-Rhap-(1-3)-a-L-Rhap-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS, O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G94329VK, GlycomeDB:
6779
- Compound ID: 8566
|
b-D-GlcpNAc3NAcA-(1-4)-+
|
-6)-b-D-Glcp-(1-3)-b-D-GalpNAc-(1-3)-a-D-Galp-(1-
|
b-D-GlcpNAc-(1-6)-+ |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS, O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G47927SM, GlycomeDB:
37288
- Compound ID: 11322
|
b-D-GlcpNAc3NAcA4Ac-(1-4)-+
|
-3)-a-D-Galp-(1-6)-b-D-Glcp-(1-3)-b-D-GalpNAc-(1-
|
b-D-GlcpNAc-(1-6)-+ |
Show graphically |
Structure type: polymer chemical repeating unit
Trivial name: O-glycan
Compound class: CPS
Reference(s) to other database(s): GTC:G64997NS
- Compound ID: 12073
|
/Variants 0/-+
|
-4)-a-D-GlcpNAc6(50%)Ac-(1-4)-a-L-GalpNAcA-(1-3)-b-D-QuipNAc4N-(1-
/Variants 0/ is:
66%Ac-4)-
OR (exclusively)
33%R-3HOBut-(1-4)- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS
- Compound ID: 10877
|
a-Kdop-(2-4)-+
|
b-D-GlcpN-(1-7)-+ |
| |
a-D-GalpN-(1-4)-+ | |
| | |
a-D-Glcp-(1-2)-b-D-Glcp-(1-4)-b-D-Glcp-(1-4)-b-D-Glcp-(1-3)-a-D-GlcpNAcA-(1-4)-a-Kdop-(2-5)-a-Kdop-(2--/lipid A/ |
Show graphically |
Structure type: oligomer
Aglycon: lipid A
Compound class: core oligosaccharide, LOS
Reference(s) to other database(s): GTC:G87252TX
- Compound ID: 12076
|
a-Kdop-(2-4)-+
|
a-D-GlcpNAc-(1-4)-b-D-GlcpNA-(1-4)-+ |
| |
?%a-L-Rhap-(1-3)-?%a-L-Rhap-(1-3)-a-L-Rhap-(1-3)-a-L-Rhap-(1-8)-a-Kdop-(2-5)-a-Kdop-(2-5)-a-Kdop-(2--/lipid A/ |
Show graphically |
Structure type: oligomer
Aglycon: lipid A
Compound class: core oligosaccharide
Reference(s) to other database(s): GTC:G08271SD
- Compound ID: 11621
|
a-Psep5Ac7Ac-(2-6)-b-D-Glcp-(1-6)-+
|
-3)-b-D-Galp-(1-3)-b-D-GalpNAc-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS, polysaccharide
Reference(s) to other database(s): GTC:G97931NE, GenDB:JX976549.1
- Compound ID: 11852
Structure type: polymer chemical repeating unit
Compound class: CPS, cell wall polysaccharide
Reference(s) to other database(s): GTC:G73006WP
- Compound ID: 11899
|
b-D-Glcp-(1-6)-+
|
-4)-b-D-GalpNAc-(1-4)-a-D-Galp-(1-6)-b-D-Glcp-(1-3)-b-D-GalpNAc-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS
Reference(s) to other database(s): GTC:G71656OE
- Compound ID: 12074
|
-4)-a-Psep5Ac7Ac-(2-6)-b-D-Galp-(1-6)-b-D-Galp-(1-3)-a-D-GalpNAc-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS
Reference(s) to other database(s): GTC:G91504ME
- Compound ID: 12026
Structure type: polymer chemical repeating unit
Compound class: CPS
Reference(s) to other database(s): GTC:G52976SY
- Compound ID: 12014
|
R-3HOBut-(1-7)-a-Psep5Ac-(2-4)-+
|
-3)-b-D-Ribp-(1-3)-b-D-GalpNAc-(1- |
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Structure type: polymer chemical repeating unit
Compound class: CPS
- Compound ID: 12013
|
/Variants 0/-+
|
-3)-b-D-ManpNAcA-(1-4)-b-D-ManpNAcA-(1-3)-a-D-QuipNAc4N-(1-
/Variants 0/ is:
71%S-3HOBut-(1-4)-
OR (exclusively)
29%Ac-4)- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS
- Compound ID: 12028
|
b-D-Glcp-(1-3)-+
|
-2)-a-D-Galp-(1-6)-a-D-Glcp-(1-4)-a-D-GalpNAc-(1-3)-b-D-GalpNAc-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS
Reference(s) to other database(s): GTC:G68883RH
- Compound ID: 12029
|
b-D-Glcp-(1-3)-+
|
-3)-a-D-Glcp-(1-6)-a-D-GlcpNAc-(1-4)-a-D-Galp-(1-3)-b-D-GlcpNAc-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS
Reference(s) to other database(s): GTC:G35428RP
- Compound ID: 12031
|
b-D-Glcp-(1-3)-+
|
-4)-a-D-GalpNAc6(50%)Ac-(1-4)-a-D-GalpNAc-(1-3)-a-D-GlcpNAc-(1- |
Show graphically |
Structure type: polymer chemical repeating unit
Compound class: CPS
Reference(s) to other database(s): GTC:G57327XB
- Compound ID: 12075
|
a-Acip5Ac7Ac-(2-6)-+
|
-3)-a-D-GalpNAc-(1-3)-a-L-FucpNAc-(1-3)-a-D-FucpNAc-(1-
Aci = 5,7-diamino-3,5,7,9-tetradeoxy-L-glycero-L-altro-non-2-ulosonic (acinetaminic) acid (5,7-di-N-acetyl-acinetaminic acid Aci5Ac7Ac) |
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Structure type: polymer chemical repeating unit
Compound class: CPS
Reference(s) to other database(s): GTC:G90675WE
- Compound ID: 1030
Structure type: homopolymer
Trivial name: poly-β-1,6-GlcNAc (PGA), biofilm, poly-b-(1-6)-N-acetyl-D-glucosamine (PNAG), poly-β-N-acetyl-glucosamine (PNAG), PNAG, poly-N-acetylglucosamine, PNAG
Compound class: CPS, EPS, O-polysaccharide, glucan, polysaccharide
Reference(s) to other database(s): GTC:G36952FI, GlycomeDB:
11210
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