| Title |
Deuterium-labelled N-acyl-l-homoserine lactones (AHLs)—inter-kingdom signalling molecules—synthesis, structural studies, and interactions with model lipid membranes
|
|---|---|
| Published in |
Analytical & Bioanalytical Chemistry, February 2012
|
| DOI | 10.1007/s00216-012-5839-4 |
| Pubmed ID | |
| Authors |
Dorota Jakubczyk, Christoph Barth, Adam Kubas, Frances Anastassacos, Patrick Koelsch, Karin Fink, Ute Schepers, Gerald Brenner-Weiß, Stefan Bräse |
| Abstract |
N-Acyl-L-homoserine lactones (AHLs) are synthesized by Gram-negative bacteria. These quorum-sensing molecules play an important role in the context of bacterial infection and biofilm formation. They also allow communication between microorganisms and eukaryotic cells (inter-kingdom signalling). However, very little is known about the entire mechanism of those interactions. Precise structural studies are required to analyse the different AHL isomers as only one form is biologically most active. Theoretical studies combined with experimental infrared and Raman spectroscopic data are therefore undertaken to characterise the obtained compounds. To mimic interactions between AHL and cell membranes, we studied the insertion of AHL in supported lipid bilayers, using vibrational sum-frequency-generation spectroscopy. Deuterium-labelled AHLs were thus synthesized. Starting from readily available deuterated fatty acids, a two-step procedure towards deuterated N-acyl-L-homoserine lactones with varying chain lengths is described. This included the acylation of Meldrum's acid followed by amidation. Additionally, the detailed analytical evaluation of the products is presented herein. |
X Demographics
The data shown below were collected from the profile of 1 X user who shared this research output. Click here to find out more about how the information was compiled.
Geographical breakdown
| Country | Count | As % |
|---|---|---|
| Unknown | 1 | 100% |
Demographic breakdown
| Type | Count | As % |
|---|---|---|
| Members of the public | 1 | 100% |
Mendeley readers
The data shown below were compiled from readership statistics for 25 Mendeley readers of this research output. Click here to see the associated Mendeley record.
Geographical breakdown
| Country | Count | As % |
|---|---|---|
| Unknown | 25 | 100% |
Demographic breakdown
| Readers by professional status | Count | As % |
|---|---|---|
| Student > Ph. D. Student | 8 | 32% |
| Student > Master | 3 | 12% |
| Researcher | 3 | 12% |
| Professor | 2 | 8% |
| Student > Doctoral Student | 2 | 8% |
| Other | 2 | 8% |
| Unknown | 5 | 20% |
| Readers by discipline | Count | As % |
|---|---|---|
| Chemistry | 9 | 36% |
| Agricultural and Biological Sciences | 3 | 12% |
| Engineering | 2 | 8% |
| Environmental Science | 1 | 4% |
| Medicine and Dentistry | 1 | 4% |
| Other | 3 | 12% |
| Unknown | 6 | 24% |
Attention Score in Context
This research output has an Altmetric Attention Score of 1. This is our high-level measure of the quality and quantity of online attention that it has received. This Attention Score, as well as the ranking and number of research outputs shown below, was calculated when the research output was last mentioned on 06 February 2013.
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#17,285,668
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Outputs from Analytical & Bioanalytical Chemistry
#5,669
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#110,349
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Outputs of similar age from Analytical & Bioanalytical Chemistry
#67
of 96 outputs
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