Literature DB >> 25595948

5,7-di-N-acetyl-acinetaminic acid: A novel non-2-ulosonic acid found in the capsule of an Acinetobacter baumannii isolate.

Johanna J Kenyon1, Alberto M Marzaioli2, Cristina De Castro2, Ruth M Hall3.   

Abstract

An Acinetobacter baumannii global clone 1 (GC1) isolate was found to carry a novel capsule biosynthesis gene cluster, designated KL12. KL12 contains genes predicted to be involved in the synthesis of simple sugars, as well as ones for N-acetyl-L-fucosamine (L-FucpNAc) and N-acetyl-D-fucosamine (D-FucpNAc). It also contains a module of 10 genes, 6 of which are required for 5,7-di-N-acetyl-legionaminic acid synthesis. Analysis of the composition of the capsule revealed the presence of N-acetyl-D-galactosamine, L-FucpNAc and D-FucpNAc, confirming the role of fnlABC and fnr/gdr genes in the synthesis of L-FucpNAc and D-FucpNAc, respectively. A non-2-ulosonic acid, shown to be 5,7-diacetamido-3,5,7,9-tetradeoxy-L-glycero-L-altro-non-2-ulosonic acid, was also detected. This sugar has not previously been recovered from biological source, and was designated 5,7-di-N-acetyl-acinetaminic acid (Aci5Ac7Ac). Proteins encoded by novel genes, named aciABCD, were predicted to be involved in the conversion of 5,7-di-N-acetyl-legionaminic acid to Aci5Ac7Ac. A pathway for 5,7-di-N-acetyl-8-epilegionaminic acid biosynthesis was also proposed. In available A. baumannii genomes, genes for the synthesis of 5,7-di-N-acetyl-acinetaminic acid were only detected in two closely related capsule gene clusters, KL12 and KL13, which differ only in the wzy gene. KL12 and KL13 are carried by isolates belonging to clinically important clonal groups, GC1, GC2 and ST25. Genes for the synthesis of N-acyl derivatives of legionaminic acid were also found in 10 further A. baumannii capsule gene clusters, and three carried additional genes for production of 5,7-di-N-acetyl-8-epilegionaminic acid.
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Entities:  

Keywords:  Acinetaminic acid; Acinetobacter baumannii; capsule; carbohydrate; non-2-ulosonic acid

Mesh:

Substances:

Year:  2015        PMID: 25595948     DOI: 10.1093/glycob/cwv007

Source DB:  PubMed          Journal:  Glycobiology        ISSN: 0959-6658            Impact factor:   4.313


  22 in total

1.  Structural and functional characterization of a modified legionaminic acid involved in glycosylation of a bacterial lipopolysaccharide.

Authors:  Nathan D McDonald; Kristen E DeMeester; Amanda L Lewis; Catherine Leimkuhler Grimes; E Fidelma Boyd
Journal:  J Biol Chem       Date:  2018-10-12       Impact factor: 5.157

2.  Therapeutic CMP-Nonulosonates against Multidrug-Resistant Neisseria gonorrhoeae.

Authors:  Sunita Gulati; Ian C Schoenhofen; Theresa Lindhout-Djukic; Melissa J Schur; Corinna S Landig; Sudeshna Saha; Lingquan Deng; Lisa A Lewis; Bo Zheng; Ajit Varki; Sanjay Ram
Journal:  J Immunol       Date:  2020-05-20       Impact factor: 5.422

3.  Syntheses of Legionaminic Acid, Pseudaminic Acid, Acetaminic Acid, 8-epi-Acetaminic Acid, and 8-epi-Legionaminic Acid Glycosyl Donors from N-Acetylneuraminic Acid by Side Chain Exchange.

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Journal:  Org Lett       Date:  2022-04-14       Impact factor: 6.072

4.  Oxidative deamination of amino sugars: recent advances.

Authors:  Vikram A Sarpe; David Crich
Journal:  Carbohydr Chem       Date:  2001-03-06

5.  Synthesis and Stereocontrolled Equatorially Selective Glycosylation Reactions of a Pseudaminic Acid Donor: Importance of the Side-Chain Conformation and Regioselective Reduction of Azide Protecting Groups.

Authors:  Bibek Dhakal; David Crich
Journal:  J Am Chem Soc       Date:  2018-10-25       Impact factor: 15.419

6.  Structure of the K12 capsule containing 5,7-di-N-acetylacinetaminic acid from Acinetobacter baumannii isolate D36.

Authors:  Johanna J Kenyon; Alberto M Marzaioli; Ruth M Hall; Cristina De Castro
Journal:  Glycobiology       Date:  2015-04-28       Impact factor: 4.313

Review 7.  Exploration of the Sialic Acid World.

Authors:  Roland Schauer; Johannis P Kamerling
Journal:  Adv Carbohydr Chem Biochem       Date:  2018-11-28       Impact factor: 12.200

Review 8.  Structural and Biosynthetic Diversity of Nonulosonic Acids (NulOs) That Decorate Surface Structures in Bacteria.

Authors:  Nathan D McDonald; E Fidelma Boyd
Journal:  Trends Microbiol       Date:  2020-09-17       Impact factor: 17.079

9.  Acinetobacter baumannii K106 and K112: Two Structurally and Genetically Related 6-Deoxy-l-talose-Containing Capsular Polysaccharides.

Authors:  Anastasiya A Kasimova; Nikolay P Arbatsky; Jacob Tickner; Johanna J Kenyon; Ruth M Hall; Michael M Shneider; Alina A Dzhaparova; Alexander S Shashkov; Alexander O Chizhov; Anastasiya V Popova; Yuriy A Knirel
Journal:  Int J Mol Sci       Date:  2021-05-26       Impact factor: 5.923

10.  Genome Sequence of Acinetobacter baumannii Strain D36, an Antibiotic-Resistant Isolate from Lineage 2 of Global Clone 1.

Authors:  Mohammad Hamidian; Jane Hawkey; Kathryn E Holt; Ruth M Hall
Journal:  Genome Announc       Date:  2015-12-17
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