Biopolymer Skeleton Produced by Rhizobium radiobacter: Stoichiometric Alternation of Glycosidic and Amidic Bonds in the Lipopolysaccharide O-Antigen
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Biopolymer Skeleton Produced by Rhizobium radiobacter : Stoichiometric Alternation of Glycosidic and Amidic Bonds in the Lipopolysaccharide O-Antigen. / Speciale, Immacolata; Di Lorenzo, Flaviana; Gargiulo, Valentina; Erbs, Gitte; Newman, Mari-Anne; Molinaro, Antonio; De Castro, Cristina.
In: Angewandte Chemie International Edition, Vol. 59, No. 16, 2020, p. 6368-6374.Research output: Contribution to journal › Journal article › Research › peer-review
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TY - JOUR
T1 - Biopolymer Skeleton Produced by Rhizobium radiobacter
T2 - Stoichiometric Alternation of Glycosidic and Amidic Bonds in the Lipopolysaccharide O-Antigen
AU - Speciale, Immacolata
AU - Di Lorenzo, Flaviana
AU - Gargiulo, Valentina
AU - Erbs, Gitte
AU - Newman, Mari-Anne
AU - Molinaro, Antonio
AU - De Castro, Cristina
PY - 2020
Y1 - 2020
N2 - 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-alpha-l-rhamnose linked to a 3-alpha-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.
AB - 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-alpha-l-rhamnose linked to a 3-alpha-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.
KW - biopolymers
KW - carbohydrates
KW - saccharides
KW - structural biology
KW - structure elucidation
KW - CORE OLIGOSACCHARIDE
KW - BACTERIAL
KW - POLYSACCHARIDE
KW - PLANT
KW - ACID
U2 - 10.1002/anie.201914053
DO - 10.1002/anie.201914053
M3 - Journal article
C2 - 32073204
VL - 59
SP - 6368
EP - 6374
JO - Angewandte Chemie International Edition
JF - Angewandte Chemie International Edition
SN - 1433-7851
IS - 16
ER -
ID: 249478961