Unusual enantiomeric D,L-N-acyl homoserine lactones in Pectobacterium atrosepticum and Pseudomonas aeruginosa

Quorum Sensing allows bacteria to sense their population density via diffusible N-acyl homoserine lactone (N-HL) signaling molecules. Upon reaching a high enough cell density, bacteria will collectively exhibit a phenotype. Until recently, methods used for detection of N-HLs have not considered the...

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Bibliographic Details
Published in:PloS one 2023-03, Vol.18 (3), p.e0283657-e0283657
Main Authors: Dhaubhadel, Umang, Portillo, Abiud E, Horáček, Ondřej, Sung, Yu-Sheng, Armstrong, Daniel W
Format: Article
Language:English
Subjects:
4-Butyrolactone
Acyl-Butyrolactones - pharmacology
Analysis
Bacteria
Biology and Life Sciences
Cell density
Chirality
Chromatography
Enantiomers
Gas flow
Homoserine - pharmacology
Humans
Ions
Lactones
Mass spectrometry
Medicine and Health Sciences
N-Acyl homoserine lactone
Pathogens
Pectobacterium
Phenotypes
Physical Sciences
Population density
Properties
Pseudomonas aeruginosa
Quorum sensing
Quorum Sensing - genetics
Scientific imaging
Virulence
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Summary:Quorum Sensing allows bacteria to sense their population density via diffusible N-acyl homoserine lactone (N-HL) signaling molecules. Upon reaching a high enough cell density, bacteria will collectively exhibit a phenotype. Until recently, methods used for detection of N-HLs have not considered the chirality of these molecules and it was assumed that only the L-enantiomer was produced by bacteria. The production and effects of D-N-HLs have rarely been studied. In this work, the temporal production of D-N-HLs by the plant pathogen Pectobacterium atrosepticum and the human pathogen Pseudomonas aeruginosa are reported. Both bacteria produced D-N-HLs in significant amounts and in some cases their concentrations were higher than other low abundance L-N-HLs. Previously unreported D-enantiomers of N-3-oxoacyl and N-3-hydroxyacyl homoserine lactones were detected in P. atrosepticum. Interestingly, L-N-HLs produced in the lowest concentrations had relatively higher amounts of their corresponding D-enantiomers. Potential sources of D-N-HLs and their significance are considered.
ISSN:1932-6203
1932-6203
DOI:10.1371/journal.pone.0283657