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1. (Article ID: 4796)
Senchenkova SN, Popova AV, Shashkov AS, Shneider MM, Mei Z, Arbatsky NP, Liu B, Miroshnikov KA, Volozhantsev NV, Knirel YA
Structure of a new pseudaminic acid-containing capsular polysaccharide of Acinetobacter baumannii LUH5550 having the KL42 capsule biosynthesis locus
Carbohydrate Research 407 (2015)
154-157
The capsular polysaccharide from Acinetobacter baumannii LUH5550 was studied by 1D and 2D (1)H and (13)C NMR spectroscopy. The following structure of the branched trisaccharide repeating unit was established: [structure: see text] where Pse5Ac7RHb indicates 5-acetamido-3,5,7,9-tetradeoxy-7-[(R)-3-hydroxybutanoylamino]-L-glycero-L-manno-non-2-ulosonic acid. The genes in the capsule biosynthesis locus designated KL42 are consistent with the structure established.
Acinetobacter baumannii, pseudaminic acid, capsular polysaccharide structure, polysaccharide gene locus
NCBI PubMed ID: 25776191Publication DOI: 10.1016/j.carres.2015.02.006Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: yknirel
gmail.com
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, TEDA School of Biological Sciences and Biotechnology, Nankai University, TEDA, Tianjin, China, M. M. Shemyakin & Y. A. Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, Russia, State Research Center for Applied Microbiology and Biotechnology, Obolensk, Moscow Region, Russia
Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, GLC, mild acid hydrolysis, NMR-1D, GPC, bioinformatic analysis
The publication contains the following compound(s):
- Compound ID: 11621
|
a-Psep5Ac7Ac-(2-6)-b-D-Glcp-(1-6)-+
|
-3)-b-D-Galp-(1-3)-b-D-GalpNAc-(1- |
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Structure type: polymer chemical repeating unit
Compound class: CPS, polysaccharide
Reference(s) to other database(s): GTC:G97931NE, GenDB:JX976549.1
- 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: 12015
Structure type: monomer
Compound class: CPS
- Compound ID: 12016
|
R-3HOBut-(1-7)-Subst5Ac
Subst = a-pyrrolidinose form of Pse5Ac7NR3HOBut = SMILES N{7}[C@](O)([C@H](O){5}[C@@H]1[C@@H](O)CC(O)(C(O)=O)N1)C |
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Structure type: monomer
Compound class: CPS
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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- |
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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/ |
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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/ |
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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)- |
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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- |
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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- |
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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)- |
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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- |
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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- |
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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- |
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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- |
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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)-+ |
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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: 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)-+ |
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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)- |
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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/ |
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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/ |
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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- |
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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- |
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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- |
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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)- |
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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- |
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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- |
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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- |
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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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