Identification, Characteristics and Mechanism of 1-Deoxy-N-acetylglucosamine from Deep-Sea Virgibacillus dokdonensis MCCC 1A00493

Abstract

Xanthomonas oryzae pv. oryzae, which causes rice bacterial blight, is one of the most destructive pathogenic bacteria. Biological control against plant pathogens has recently received increasing interest. 1-Deoxy-N-acetylglucosamine (1-DGlcNAc) was extracted from the supernatant of Virgibacillus dokdonensis MCCC 1A00493 fermentation through antibacterial bioassay-guided isolation. Its structure was elucidated by LC/MS, NMR, chemical synthesis and time-dependent density functional theory (TD-DFT) calculations. 1-DGlcNAc specifically suppressed X. oryzae pv. oryzae PXO99A (MIC was 23.90 μg/mL), but not other common pathogens including Xanthomonas campestris pv. campestris str.8004 and Xanthomonas oryzae pv. oryzicola RS105. However, its diastereomer (2-acetamido-1,5-anhydro-2-deoxy-d-mannitol) also has no activity to X. oryzae pv. oryzae. This result suggested that activity of 1-DGlcNAc was related to the difference in the spatial conformation of the 2-acetamido moiety, which might be attributed to their different interactions with a receptor. Eighty-four unique proteins were found in X. oryzae pv. oryzae PXO99A compared with the genome of strains8004 and RS105 by blastp. There may be unique interactions between 1-DGlcNAc and one or more of these unique proteins in X. oryzae pv. oryzae. Quantitative real-time PCR and the pharmMapper server indicated that proteins involved in cell division could be the targets in PXO99A. This research suggested that specificity of active substance was based on the active group and spatial conformation selection, and these unique proteins could help to reveal the specific mechanism of action of 1-DGlcNAc against PXO99A.

Identification and Characterization of Nematicidal Volatile Organic Compounds from Deep-Sea Virgibacillus dokdonensis MCCC 1A00493

“…We previously reported the special antibacterial activity of Virgibacillus dokdonensis against Xanthomonas oryzae pv. oryzae [29]. The active compound 1-deoxy-N-acetylglucosamine was also extracted and identified.…”

Phenomics and Genomics Reveal Adaptation of Virgibacillus dokdonensis Strain 21D to Its Origin of Isolation, the Seawater-Brine Interface of the Mediterranean Sea Deep Hypersaline Anoxic Basin Discovery

“…genomes are available in the public databases, including the draft genomes of strain 21D-closely related species, i.e., V. pantothenticus DSM 26 T (Wang et al, 2015), V. chiguensis CGMCC 1.6496 T ( = NTU-101 T ) (Wang et al, 2008) and V. dokdonensis Marseille-P2545. Our analysis can thus contribute to enlarge the actual pool of genomic sequences available for the genus Virgibacillus , especially in the perspective to exploit the biotechnological potential associated with deep-sea microorganisms (Huang et al, 2018). Indeed, we have recently explored the bacterial diversity of DHABs located in the Eastern Mediterranean Sea, investigating the capability of different cultivable strains to resolve a racemic mixture of propyl ester of anti-2-oxotricyclo[2.2.1.0]heptan-7-carboxylic acid (R,S), a key intermediate for the synthesis of D-cloprostenol.…”

Bioactive Compounds Isolated from Marine-Derived Microbes in China: 2009–2018

“…It displayed significant inhibitory activity against Xanthomonas oryzae pv. oryzae , which is a pathogenic bacteria causing rice bacterial blight [120]. In a few instances, the reports describe the isolation of new compounds from multiple structure classes: Chen et al isolated six steroid derivatives, including a new one ( 349 ), together with five butyrolactone derivatives, from a gorgonian-derived fungus Aspergillus sp.…”