Structure of the K58 capsular polysaccharide produced by Acinetobacter baumannii isolate MRSN 31468 includes Pse5Ac7Ac that is 4-O-acetylated by a phage-encoded acetyltransferase
Capsular polysaccharide (CPS), a heteropolymeric carbohydrate structure present on the cell surface of most isolates of the bacterial pathogen Acinetobacter baumannii, is a major virulence determinant. Here, the CPS produced by A. baumannii MRSN 31468, which carries the KL58 CPS biosynthesis locus,...
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| Published in: | Carbohydrate research Vol. 547; p. 109324 |
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01-01-2025
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| Abstract | Capsular polysaccharide (CPS), a heteropolymeric carbohydrate structure present on the cell surface of most isolates of the bacterial pathogen Acinetobacter baumannii, is a major virulence determinant. Here, the CPS produced by A. baumannii MRSN 31468, which carries the KL58 CPS biosynthesis locus, was studied by sugar analysis, one- and two-dimensional 1H and 13C NMR spectroscopy. The structure was found to consist of a repeating tetrasaccharide K-unit that includes glucose (d-Glcp), galactose (d-Galp), N-acetyl-galactosamine (d-GalpNAc), and 5,7-diacetamido-3,5,7,9-tetradeoxy-l-glycero-l-manno-non-2-ulosonic acid (5,7-di-N-acetylpseudaminic acid; Pse5Ac7Ac). The CPS has a branched repeating unit with the disaccharide →3)-β-d-Glc-(1→3)-β-d-GalNAc-(1→ as the mainchain and O-6 of the Glc unit substituted with the disaccharide β-Pse5Ac7Ac-(2→6)-α-d-Gal, and Pse5Ac7Ac is partially acetylated at O-4. The presence of Pse5Ac7Ac in the K58 structure is consistent with the presence of psaA-F genes in KL58, which are responsible for Pse5Ac7Ac synthesis. 4-O-acetylation of Pse5Ac7Ac was traced to an acetyltransferase, Atr44, which was found to be closely related to Atr29 that similarly decorates Pse5Ac7Ac with 4OAc in the K46-type CPS. Atr44 like Atr29 is encoded by a gene found in a prophage. The K58 CPS produced by MRSN 31468 did not include the 8-epimer of Pse5Ac7Ac (5,7-di-N-acetyl-8-epipseudaminic acid; 8ePse5Ac7Ac) found in the closely related CPS from BAL062 that also carries KL58. Hence, the gene(s) for conversion of Pse5Ac7Ac to 8ePse5Ac7Ac must lie elsewhere.
[Display omitted]
•Structure of the CPS from Acinetobacter baumannii isolate MRSN31468 was determined.•Tetrasaccharide repeat units include D-Glc, D-Gal, D-GalNAc and Pse5Ac7Ac.•Structure was found to be consistent with genetic content of KL58 locus in the genome of MRSN31468. |
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| AbstractList | Capsular polysaccharide (CPS), a heteropolymeric carbohydrate structure present on the cell surface of most isolates of the bacterial pathogen Acinetobacter baumannii, is a major virulence determinant. Here, the CPS produced by A. baumannii MRSN 31468, which carries the KL58 CPS biosynthesis locus, was studied by sugar analysis, one- and two-dimensional 1H and 13C NMR spectroscopy. The structure was found to consist of a repeating tetrasaccharide K-unit that includes glucose (d-Glcp), galactose (d-Galp), N-acetyl-galactosamine (d-GalpNAc), and 5,7-diacetamido-3,5,7,9-tetradeoxy-l-glycero-l-manno-non-2-ulosonic acid (5,7-di-N-acetylpseudaminic acid; Pse5Ac7Ac). The CPS has a branched repeating unit with the disaccharide →3)-β-d-Glc-(1→3)-β-d-GalNAc-(1→ as the mainchain and O-6 of the Glc unit substituted with the disaccharide β-Pse5Ac7Ac-(2→6)-α-d-Gal, and Pse5Ac7Ac is partially acetylated at O-4. The presence of Pse5Ac7Ac in the K58 structure is consistent with the presence of psaA-F genes in KL58, which are responsible for Pse5Ac7Ac synthesis. 4-O-acetylation of Pse5Ac7Ac was traced to an acetyltransferase, Atr44, which was found to be closely related to Atr29 that similarly decorates Pse5Ac7Ac with 4OAc in the K46-type CPS. Atr44 like Atr29 is encoded by a gene found in a prophage. The K58 CPS produced by MRSN 31468 did not include the 8-epimer of Pse5Ac7Ac (5,7-di-N-acetyl-8-epipseudaminic acid; 8ePse5Ac7Ac) found in the closely related CPS from BAL062 that also carries KL58. Hence, the gene(s) for conversion of Pse5Ac7Ac to 8ePse5Ac7Ac must lie elsewhere.Capsular polysaccharide (CPS), a heteropolymeric carbohydrate structure present on the cell surface of most isolates of the bacterial pathogen Acinetobacter baumannii, is a major virulence determinant. Here, the CPS produced by A. baumannii MRSN 31468, which carries the KL58 CPS biosynthesis locus, was studied by sugar analysis, one- and two-dimensional 1H and 13C NMR spectroscopy. The structure was found to consist of a repeating tetrasaccharide K-unit that includes glucose (d-Glcp), galactose (d-Galp), N-acetyl-galactosamine (d-GalpNAc), and 5,7-diacetamido-3,5,7,9-tetradeoxy-l-glycero-l-manno-non-2-ulosonic acid (5,7-di-N-acetylpseudaminic acid; Pse5Ac7Ac). The CPS has a branched repeating unit with the disaccharide →3)-β-d-Glc-(1→3)-β-d-GalNAc-(1→ as the mainchain and O-6 of the Glc unit substituted with the disaccharide β-Pse5Ac7Ac-(2→6)-α-d-Gal, and Pse5Ac7Ac is partially acetylated at O-4. The presence of Pse5Ac7Ac in the K58 structure is consistent with the presence of psaA-F genes in KL58, which are responsible for Pse5Ac7Ac synthesis. 4-O-acetylation of Pse5Ac7Ac was traced to an acetyltransferase, Atr44, which was found to be closely related to Atr29 that similarly decorates Pse5Ac7Ac with 4OAc in the K46-type CPS. Atr44 like Atr29 is encoded by a gene found in a prophage. The K58 CPS produced by MRSN 31468 did not include the 8-epimer of Pse5Ac7Ac (5,7-di-N-acetyl-8-epipseudaminic acid; 8ePse5Ac7Ac) found in the closely related CPS from BAL062 that also carries KL58. Hence, the gene(s) for conversion of Pse5Ac7Ac to 8ePse5Ac7Ac must lie elsewhere. Capsular polysaccharide (CPS), a heteropolymeric carbohydrate structure present on the cell surface of most isolates of the bacterial pathogen Acinetobacter baumannii, is a major virulence determinant. Here, the CPS produced by A. baumannii MRSN 31468, which carries the KL58 CPS biosynthesis locus, was studied by sugar analysis, one- and two-dimensional 1H and 13C NMR spectroscopy. The structure was found to consist of a repeating tetrasaccharide K-unit that includes glucose (d-Glcp), galactose (d-Galp), N-acetyl-galactosamine (d-GalpNAc), and 5,7-diacetamido-3,5,7,9-tetradeoxy-l-glycero-l-manno-non-2-ulosonic acid (5,7-di-N-acetylpseudaminic acid; Pse5Ac7Ac). The CPS has a branched repeating unit with the disaccharide →3)-β-d-Glc-(1→3)-β-d-GalNAc-(1→ as the mainchain and O-6 of the Glc unit substituted with the disaccharide β-Pse5Ac7Ac-(2→6)-α-d-Gal, and Pse5Ac7Ac is partially acetylated at O-4. The presence of Pse5Ac7Ac in the K58 structure is consistent with the presence of psaA-F genes in KL58, which are responsible for Pse5Ac7Ac synthesis. 4-O-acetylation of Pse5Ac7Ac was traced to an acetyltransferase, Atr44, which was found to be closely related to Atr29 that similarly decorates Pse5Ac7Ac with 4OAc in the K46-type CPS. Atr44 like Atr29 is encoded by a gene found in a prophage. The K58 CPS produced by MRSN 31468 did not include the 8-epimer of Pse5Ac7Ac (5,7-di-N-acetyl-8-epipseudaminic acid; 8ePse5Ac7Ac) found in the closely related CPS from BAL062 that also carries KL58. Hence, the gene(s) for conversion of Pse5Ac7Ac to 8ePse5Ac7Ac must lie elsewhere. [Display omitted] •Structure of the CPS from Acinetobacter baumannii isolate MRSN31468 was determined.•Tetrasaccharide repeat units include D-Glc, D-Gal, D-GalNAc and Pse5Ac7Ac.•Structure was found to be consistent with genetic content of KL58 locus in the genome of MRSN31468. |
| ArticleNumber | 109324 |
| Author | Dmitrenok, Andrey S. Filatov, Andrei V. Shpirt, Anna M. Ambrose, Stephanie J. De Castro, Cristina Kasimova, Anastasiya A. Shneider, Mikhail M. Perepelov, Andrei V. Knirel, Yuriy A. Iovine, Andrea Sharar, Nowshin S. Hall, Ruth M. Kenyon, Johanna J. |
| Author_xml | – sequence: 1 givenname: Andrea orcidid: 0009-0002-7039-6146 surname: Iovine fullname: Iovine, Andrea organization: Department of Chemical Sciences, University of Napoli Federico II Complesso Universitario Monte Santangelo, Via Cintia 4, I-80126, Naples, Italy – sequence: 2 givenname: Andrei V. surname: Filatov fullname: Filatov, Andrei V. organization: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia – sequence: 3 givenname: Anastasiya A. surname: Kasimova fullname: Kasimova, Anastasiya A. organization: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia – sequence: 4 givenname: Nowshin S. surname: Sharar fullname: Sharar, Nowshin S. organization: Centre for Immunology and Infection Control, School of Biomedical Sciences, Faculty of Health, Queensland University of Technology, Brisbane, Australia – sequence: 5 givenname: Stephanie J. surname: Ambrose fullname: Ambrose, Stephanie J. organization: School of Life and Environmental Sciences, The University of Sydney, Sydney, Australia – sequence: 6 givenname: Andrey S. surname: Dmitrenok fullname: Dmitrenok, Andrey S. organization: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia – sequence: 7 givenname: Mikhail M. surname: Shneider fullname: Shneider, Mikhail M. organization: M. M. Shemyakin & Y. A. Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, Russia – sequence: 8 givenname: Anna M. surname: Shpirt fullname: Shpirt, Anna M. organization: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia – sequence: 9 givenname: Andrei V. surname: Perepelov fullname: Perepelov, Andrei V. organization: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia – sequence: 10 givenname: Yuriy A. surname: Knirel fullname: Knirel, Yuriy A. organization: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia – sequence: 11 givenname: Ruth M. surname: Hall fullname: Hall, Ruth M. organization: School of Life and Environmental Sciences, The University of Sydney, Sydney, Australia – sequence: 12 givenname: Cristina surname: De Castro fullname: De Castro, Cristina email: decastro@unina.it organization: Department of Chemical Sciences, University of Napoli Federico II Complesso Universitario Monte Santangelo, Via Cintia 4, I-80126, Naples, Italy – sequence: 13 givenname: Johanna J. orcidid: 0000-0002-1487-6105 surname: Kenyon fullname: Kenyon, Johanna J. email: j.kenyon@griffith.edu.au organization: School of Pharmacy and Medical Sciences, Health Group, Griffith University, Gold Coast Campus, Southport, Australia |
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| Keywords | Acinetobacter baumannii Pseudaminic acid Capsular polysaccharide K locus K58 |
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