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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Main Authors: Umang Dhaubhadel, Abiud E Portillo, Ondřej Horáček, Yu-Sheng Sung, Daniel W Armstrong
Format: Article
Language:English
Published: Public Library of Science (PLoS) 2023-01-01
Series:PLoS ONE
Online Access:https://doi.org/10.1371/journal.pone.0283657
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author Umang Dhaubhadel
Abiud E Portillo
Ondřej Horáček
Yu-Sheng Sung
Daniel W Armstrong
author_facet Umang Dhaubhadel
Abiud E Portillo
Ondřej Horáček
Yu-Sheng Sung
Daniel W Armstrong
author_sort Umang Dhaubhadel
collection DOAJ
description 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.
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spelling doaj.art-a61df7aa272a463fbe35b1c61702c3b32023-04-21T05:35:33ZengPublic Library of Science (PLoS)PLoS ONE1932-62032023-01-01183e028365710.1371/journal.pone.0283657Unusual enantiomeric D,L-N-acyl homoserine lactones in Pectobacterium atrosepticum and Pseudomonas aeruginosa.Umang DhaubhadelAbiud E PortilloOndřej HoráčekYu-Sheng SungDaniel W ArmstrongQuorum 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.https://doi.org/10.1371/journal.pone.0283657
spellingShingle Umang Dhaubhadel
Abiud E Portillo
Ondřej Horáček
Yu-Sheng Sung
Daniel W Armstrong
Unusual enantiomeric D,L-N-acyl homoserine lactones in Pectobacterium atrosepticum and Pseudomonas aeruginosa.
PLoS ONE
title Unusual enantiomeric D,L-N-acyl homoserine lactones in Pectobacterium atrosepticum and Pseudomonas aeruginosa.
title_full Unusual enantiomeric D,L-N-acyl homoserine lactones in Pectobacterium atrosepticum and Pseudomonas aeruginosa.
title_fullStr Unusual enantiomeric D,L-N-acyl homoserine lactones in Pectobacterium atrosepticum and Pseudomonas aeruginosa.
title_full_unstemmed Unusual enantiomeric D,L-N-acyl homoserine lactones in Pectobacterium atrosepticum and Pseudomonas aeruginosa.
title_short Unusual enantiomeric D,L-N-acyl homoserine lactones in Pectobacterium atrosepticum and Pseudomonas aeruginosa.
title_sort unusual enantiomeric d l n acyl homoserine lactones in pectobacterium atrosepticum and pseudomonas aeruginosa
url https://doi.org/10.1371/journal.pone.0283657
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AT ondrejhoracek unusualenantiomericdlnacylhomoserinelactonesinpectobacteriumatrosepticumandpseudomonasaeruginosa
AT yushengsung unusualenantiomericdlnacylhomoserinelactonesinpectobacteriumatrosepticumandpseudomonasaeruginosa
AT danielwarmstrong unusualenantiomericdlnacylhomoserinelactonesinpectobacteriumatrosepticumandpseudomonasaeruginosa