ArticleBiochemistry2010
Characterization of the N-acetyl-α-D-glucosaminyl l-malate synthase and deacetylase functions for bacillithiol biosynthesis in Bacillus anthracis .
Article in Biochemistry, 2010. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 37 papers.
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Who cites it
37 citing papers in PubMed, 61 citations in OpenAlex.
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- Unveiling Putative Functions of Burkholderia pseudomallei K96243 Hypothetical Proteins Via High-Throughput Characterization of Structural Similarities.Interdisciplinary sciences, computational life sciences · 2026Article
- Sulfinamide Formation from the Reaction of Bacillithiol and Nitroxyl.ACS chemical biology · 2023Article
- Structural Characterization and Ligand-Induced Conformational Changes of SenB, a Se-Glycosyltransferase Involved in Selenoneine Biosynthesis.Biochemistry · 2023Article
- Glycosyltransferase-Related Protein GtrA Is Essential for Localization of Type IX Secretion System Cargo Protein Cellulase Cel9A and Affects Cellulose Degradation in Cytophaga hutchinsonii.Applied and environmental microbiology · 2022Article
- Towards Computationally Guided Design and Engineering of aProcesses (Basel, Switzerland) · 2021Article
- Redox and Thiols in Archaea.Antioxidants (Basel, Switzerland) · 2020Review
- Structure of the Mycobacterium smegmatis α-maltose-1-phosphate synthase GlgM.Acta crystallographica. Section F, Structural biology communications · 2020Article
- Group A, B, C, and GThe Journal of biological chemistry · 2019Article
- A structural and functional analysis of the glycosyltransferase BshA from Staphylococcus aureus: Insights into the reaction mechanism and regulation of bacillithiol production.Protein science : a publication of the Protein Society · 2019Article
- Structure and mechanism of cancer-associated N-acetylglucosaminyltransferase-V.Nature communications · 2018Article
- Uncovering Large-Scale Conformational Change in Molecular Dynamics without Prior Knowledge.Journal of chemical theory and computation · 2016Article
- Rifampin Resistance rpoB Alleles or Multicopy Thioredoxin/Thioredoxin Reductase Suppresses the Lethality of Disruption of the Global Stress Regulator spx in Staphylococcus aureus.Journal of bacteriology · 2016Article
- A Structural, Functional, and Computational Analysis of BshA, the First Enzyme in the Bacillithiol Biosynthesis Pathway.Biochemistry · 2016Article
- Visualizing ensembles in structural biology.Journal of molecular graphics & modelling · 2016Article
- Bacillithiol has a role in Fe-S cluster biogenesis in Staphylococcus aureus.Molecular microbiology · 2015Article
- Protective role of bacillithiol in superoxide stress and Fe-S metabolism in Bacillus subtilis.MicrobiologyOpen · 2015Article
- Structural and enzymatic analysis of TarM glycosyltransferase from Staphylococcus aureus reveals an oligomeric protein specific for the glycosylation of wall teichoic acid.The Journal of biological chemistry · 2015Article
- Redox regulation by reversible protein S-thiolation in bacteria.Frontiers in microbiology · 2015Review
- Bacillithiol: a key protective thiol in Staphylococcus aureus.Expert review of anti-infective therapy · 2015Review
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Authors and funding
10 authors at 5 institutions in 2 countries.
Funding
Abstract
Bacillithiol (Cys-GlcN-malate, BSH) has recently been identified as a novel low-molecular weight thiol in Bacillus anthracis, Staphylococcus aureus, and several other Gram-positive bacteria lacking glutathione and mycothiol. We have now characterized the first two enzymes for the BSH biosynthetic pathway in B. anthracis, which combine to produce α-d-glucosaminyl l-malate (GlcN-malate) from UDP-GlcNAc and l-malate. The structure of the GlcNAc-malate intermediate has been determined, as have the kinetic parameters for the BaBshA glycosyltransferase (→GlcNAc-malate) and the BaBshB deacetylase (→GlcN-malate). BSH is one of only two natural products reported to contain a malyl glycoside, and the crystal structure of the BaBshA-UDP-malate ternary complex, determined in this work at 3.3 Å resolution, identifies several active-site interactions important for the specific recognition of l-malate, but not other α-hydroxy acids, as the acceptor substrate. In sharp contrast to the structures reported for the GlcNAc-1-d-myo-inositol-3-phosphate synthase (MshA) apo and ternary complex forms, there is no major conformational change observed in the structures of the corresponding BaBshA forms. A mutant strain of B. anthracis deficient in the BshA glycosyltransferase fails to produce BSH, as predicted. This B. anthracis bshA locus (BA1558) has been identified in a transposon-site hybridization study as required for growth, sporulation, or germination [Day, W. A., Jr., Rasmussen, S. L., Carpenter, B. M., Peterson, S. N., and Friedlander, A. M. (2007) J. Bacteriol. 189, 3296-3301], suggesting that the biosynthesis of BSH could represent a target for the development of novel antimicrobials with broad-spectrum activity against Gram-positive pathogens like B. anthracis. The metabolites that function in thiol redox buffering and homeostasis in Bacillus are not well understood, and we present a composite picture based on this and other recent work.
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