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1. (Article ID: 3458)
De Castro C, Molinaro A, Lanzetta R, Silipo A, Parrilli M
Lipopolysaccharide structures from Agrobacterium and Rhizobiaceae species
Carbohydrate Research 343(12) (2008)
1924-1933
This review reports and discusses the structural and the biological data available for the lipopolysaccharides from the Gram-negative bacterium Agrobacterium together with those of other related Rhizobiaceae species
Lipopolysaccharide, Rhizobium, symbiosis, Agrobacterium, Tumor induction
NCBI PubMed ID: 18353297Publication DOI: 10.1016/j.carres.2008.01.036Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: decastro

unina.it; molinaro

unina.it
Institutions: Department of Organic Chemistry and Biochemistry, University of Naples Federico II, Complesso Universitario Monte Sant' Angelo, Via Cinthia 4, 80126 Napoli, Italy
Methods: 13C NMR, 1H NMR, NMR-2D, MS, composition analysis, NMR-1D
The publication contains the following compound(s):
- Compound ID: 5
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G67980NV, GlycomeDB:
25177
- Compound ID: 7741
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide
Reference(s) to other database(s): GTC:G43823SI, GlycomeDB:
36925
- Compound ID: 7749
|
a-D-GalpA-(1-5)-+
|
a-D-GalpA-(1-4)-a-Kdop-(2-4)-+
|
a-D-GalpA-(1-4)-+ |
| |
Subst-(1-3)-a-L-Fucp-(1-4)-a-D-Manp-(1-3)-b-D-QuipNAc-(1-4)-a-Kdop-(2-6)-a-D-Galp-(1-6)-a-D-Manp-(1-5)-a-Kdop-(2--/(2->6)lipid A/
Subst = O-antigen |
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Structure type: oligomer
Aglycon: (2->6)lipid A
Compound class: core oligosaccharide
- Compound ID: 7753
Structure type: oligomer
Compound class: core oligosaccharide
Reference(s) to other database(s): GTC:G05049RE, GlycomeDB:
36934
- Compound ID: 1445
Structure type: polymer chemical repeating unit
Trivial name: L-rhamnan, water-soluble EPS
Compound class: EPS, O-polysaccharide, O-antigen, polysaccharide, rhamnan
Reference(s) to other database(s): GTC:G60116ZJ, GlycomeDB:
27349
- Compound ID: 1530
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G28333MQ, GlycomeDB:
27374
- Compound ID: 7738
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G85014VU
- Compound ID: 660
Structure type: polymer chemical repeating unit
Trivial name: repeating unit
Compound class: O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G35373OX, GlycomeDB:
25158
- Compound ID: 1770
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G50089GG, GlycomeDB:
25159, CCSD:
12534, CBank-STR:12551
- Compound ID: 2288
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G55399LS, GlycomeDB:
25360
- Compound ID: 7744
|
a-Kdop-(2-4)-+
|
b-D-GlcpA6NH2-(1-3)-b-D-Glcp-(1-4)-+ | P-4)-+
| | |
3HO2,3MePro-5-oxo-(1-3)-b-D-Quip3N-(1-2)-a-L-Rhap-(1-4)-a-D-GalpA6NH2-(1-6)-a-D-Galp-(1-5)-a-Kdop-(2-6)-b-D-GlcpN-(1-6)-a-D-GlcpN-(1-P |
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Structure type: oligomer
Compound class: core oligosaccharide
- Compound ID: 7742
Structure type: homopolymer
Compound class: O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G25607OL, GlycomeDB:
26285
- Compound ID: 7752
Structure type: oligomer
Compound class: core oligosaccharide
Reference(s) to other database(s): GTC:G02622MM, GlycomeDB:
36933
- Compound ID: 7754
Structure type: oligomer
Compound class: core oligosaccharide
Reference(s) to other database(s): GTC:G84677QL, GlycomeDB:
36935
- Compound ID: 7746
|
?%b-D-GlcpN-(1-2)-b-D-Galp-(1-4)-b-D-Galp-(1-8)-a-Kdop-(2-4)-+ P-4)-+
| |
?%a-L-Rhap-(1-2)-a-L-Rhap-(1-2)-a-L-Rhap-(1-2)-a-L-Rhap-(1-3)-a-L-Rhap-(1-3)-a-D-Manp-(1-5)-a-Kdop-(2-6)-b-D-GlcpN-(1-6)-a-D-GlcpN-(1-P |
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Structure type: oligomer
Compound class: core oligosaccharide
Reference(s) to other database(s): GlycomeDB:
36929
- Compound ID: 7745
|
?%b-D-Galp-(1-8)-a-Kdop-(2-4)-+ P-4)-+
| |
?%a-D-Manp-(1-6)-a-D-Manp-(1-5)-a-Kdop-(2-6)-b-D-GlcpN-(1-6)-a-D-GlcpN-(1-P |
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Structure type: oligomer
Compound class: core oligosaccharide
Reference(s) to other database(s): GlycomeDB:
27992
- Compound ID: 7737
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G48686WU, GlycomeDB:
25386
- Compound ID: 7739
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide
Reference(s) to other database(s): GTC:G17417PD, GlycomeDB:
36924
- Compound ID: 7740
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
- Compound ID: 1443
Structure type: homopolymer
Compound class: O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G24651SF, GlycomeDB:
27347
- Compound ID: 5478
|
a-D-ManpNAc-(1-2)-+
|
-3)-a-L-Rhap-(1-3)-a-L-Rhap-(1-4)-b-D-GlcpNAc-(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:G83001VX, GlycomeDB:
6724
- Compound ID: 7743
|
a-D-Manp-(1-2)-+
|
-3)-a-L-Rhap-(1-3)-a-L-Fucp-(1-3)-a-L-Fucp-(1- |
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Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
Reference(s) to other database(s): GTC:G19308IN, GlycomeDB:
36926
- Compound ID: 7747
|
b-D-Galp-(1-8)-a-Kdop-(2-4)-+
|
a-D-Manp-(1-6)-+ | P-4)-+
| | |
a-D-Manp-(1-2)-a-D-Manp-(1-3)-a-D-Manp-(1-3)-a-D-Manp-(1-5)-a-Kdop-(2-6)-b-D-GlcpN-(1-6)-a-D-GlcpN-(1-P |
Show graphically |
Structure type: oligomer
Compound class: core oligosaccharide
Reference(s) to other database(s): GlycomeDB:
36930
- Compound ID: 7748
|
?%a-D-GalpA3Ac-(1-7)-a-Kdop-(2-4)-+
|
a-L-Fucp-(1-4)-+ a-3dlyxHepp-ulosaric-(2-3)-a-D-GalpA-(1-3)-b-D-Glcp-(1-4)-+ | P-4)-+
| | | |
a-L-Fucp-(1-2)-b-D-Galp3(%)Ac4(%)Ac-(1-3)-a-D-GlcpN-(1-4)-b-D-GlcpA-(1-4)-a-D-GalpA-(1-3)-b-D-Glcp-(1-6)-a-D-Glcp-(1-5)-a-Kdop-(2-6)-b-D-GlcpN-(1-6)-a-D-GlcpN-(1-P |
Show graphically |
Structure type: oligomer
Compound class: core oligosaccharide
- Compound ID: 7750
Structure type: oligomer
Compound class: core oligosaccharide
Reference(s) to other database(s): GTC:G28131QA, GlycomeDB:
36931
- Compound ID: 7751
Structure type: oligomer
Compound class: core oligosaccharide
Reference(s) to other database(s): GTC:G10217NL, GlycomeDB:
36932
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2. (Article ID: 5848)
Speciale I, Di Lorenzo F, Gargiulo V, Erbs G, Newman MA, Molinaro A, De Castro C
Biopolymer Skeleton Produced by Rhizobium radiobacter: Stoichiometric Alternation of Glycosidic and Amidic Bonds in the Lipopolysaccharide O-Antigen
Angewandte Chemie, International Edition 59(16) (2020)
6368-6374
The lipopolysaccharide (LPS) O-antigen structure of the plant pathogen Rhizobium radiobacter strain TT9 and its possible role in a plant-microbe interaction was investigated. The analyses disclosed the presence of two O-antigens, named Poly1 and Poly2. The repetitive unit of Poly2 constitutes a 4-α-l-rhamnose linked to a 3-α-d-fucose residue. Surprisingly, Poly1 turned out to be a novel type of biopolymer in which the repeating unit is formed by a monosaccharide and an amino-acid derivative, so that the polymer has alternating glycosidic and amidic bonds joining the two units: 4-amino-4-deoxy-3-O-methyl-d-fucose and (2'R,3'R,4'S)-N-methyl-3',4'-dihydroxy-3'-methyl-5'-oxoproline). Differently from the O-antigens of LPSs from other pathogenic Gram-negative bacteria, these two O-antigens do not activate the oxidative burst, an early innate immune response in the model plant Arabidopsis thaliana, explaining at least in part the ability of this R. radiobacter strain to avoid host defenses during a plant infection process.
carbohydrates, structure elucidation, saccharides, structural biology, Biopolymers
NCBI PubMed ID: 32073204Publication DOI: 10.1002/anie.201914053Journal NLM ID: 0370543Publisher: Weinheim: Wiley-VCH
Correspondence: molinaro

unina.it; decastro

unina.it
Institutions: Department of Chemical Sciences, University of Napoli, Via Cintia 4, 80126, Napoli, Italy, Institute for Research on Combustion (IRC), CNR, Naples (Italy), Piazzale Vincenzo Tecchio 80, 80126, Napoli, Italy, Department of Health Technology, Technical University of Denmark, Kemitorvet, 2800 Kgs., Lyngby, Denmark, Department of Plant and Environmental Sciences, Faculty of Science, University of Copenhagen, Thorvaldsensvej 40, 1871, Frederiksberg, Denmark, Department of Agricultural Sciences, University of Napoli, Via Universita 100, 80055, Portici (NA), Italy
Methods: periodate oxidation, GLC-MS, GC-MS, NMR, SDS-PAGE, Smith degradation, MD simulations, composition analysis, molecular mechanics, SEC, reduction with NaBH4, RP-HPLC, strong alkaline hydrolysis
The publication contains the following compound(s):
- Compound ID: 7740
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide, O-antigen
- Compound ID: 14948
Structure type: oligomer
Trivial name: O-methyl glycoside
Compound class: O-antigen
- Compound ID: 14949
Structure type: oligomer
Trivial name: O-methyl glycoside
Compound class: O-antigen
- Compound ID: 14950
Structure type: polymer chemical repeating unit
Compound class: O-antigen
Reference(s) to other database(s): GTC:G68128BP
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