Cyclopropane-Containing Fatty Acids from the Marine Bacterium Labrenzia sp. 011 with Antimicrobial and GPR84 Activity

Bacteria of the family Rhodobacteraceae are widespread in marine environments and known to colonize surfaces, such as those of e.g., oysters and shells. The marine bacterium Labrenzia sp. 011 is here investigated and it was found to produce two cyclopropane-containing medium-chain fatty acids (1, 2)...

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Main Authors: Jamshid Amiri Moghaddam, Antonio Dávila-Céspedes, Stefan Kehraus, Max Crüsemann, Meryem Köse, Christa E. Müller, Gabriele Maria König
Format: Article
Language:English
Published: MDPI AG 2018-10-01
Series:Marine Drugs
Subjects:
Online Access:http://www.mdpi.com/1660-3397/16/10/369
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spelling doaj-183ee2bc856c425f8187ff94f5e38bff2020-11-25T02:27:34ZengMDPI AGMarine Drugs1660-33972018-10-01161036910.3390/md16100369md16100369Cyclopropane-Containing Fatty Acids from the Marine Bacterium Labrenzia sp. 011 with Antimicrobial and GPR84 ActivityJamshid Amiri Moghaddam0Antonio Dávila-Céspedes1Stefan Kehraus2Max Crüsemann3Meryem Köse4Christa E. Müller5Gabriele Maria König6Institute for Pharmaceutical Biology, University of Bonn, Nussallee 6, 53115 Bonn, GermanyInstitute for Pharmaceutical Biology, University of Bonn, Nussallee 6, 53115 Bonn, GermanyInstitute for Pharmaceutical Biology, University of Bonn, Nussallee 6, 53115 Bonn, GermanyInstitute for Pharmaceutical Biology, University of Bonn, Nussallee 6, 53115 Bonn, GermanyPharmaceutical Institute, Pharmaceutical Chemistry I, An der Immenburg 4, D-53121 Bonn, GermanyPharmaceutical Institute, Pharmaceutical Chemistry I, An der Immenburg 4, D-53121 Bonn, GermanyInstitute for Pharmaceutical Biology, University of Bonn, Nussallee 6, 53115 Bonn, GermanyBacteria of the family Rhodobacteraceae are widespread in marine environments and known to colonize surfaces, such as those of e.g., oysters and shells. The marine bacterium Labrenzia sp. 011 is here investigated and it was found to produce two cyclopropane-containing medium-chain fatty acids (1, 2), which inhibit the growth of a range of bacteria and fungi, most effectively that of a causative agent of Roseovarius oyster disease (ROD), Pseudoroseovarius crassostreae DSM 16950. Additionally, compound 2 acts as a potent partial, β-arrestin-biased agonist at the medium-chain fatty acid-activated orphan G-protein coupled receptor GPR84, which is highly expressed on immune cells. The genome of Labrenzia sp. 011 was sequenced and bioinformatically compared with those of other Labrenzia spp. This analysis revealed several cyclopropane fatty acid synthases (CFAS) conserved in all Labrenzia strains analyzed and a putative gene cluster encoding for two distinct CFASs is proposed as the biosynthetic origin of 1 and 2.http://www.mdpi.com/1660-3397/16/10/369Roseovarius oyster diseaseLabrenziacyclopropane containing fatty acidsantimicrobialsinflammationbioinformaticsPseudoroseovarius crassostreaeRoseovarius crassostreaeAliiroseovarius crassostreaeGPR84
collection DOAJ
language English
format Article
sources DOAJ
author Jamshid Amiri Moghaddam
Antonio Dávila-Céspedes
Stefan Kehraus
Max Crüsemann
Meryem Köse
Christa E. Müller
Gabriele Maria König
spellingShingle Jamshid Amiri Moghaddam
Antonio Dávila-Céspedes
Stefan Kehraus
Max Crüsemann
Meryem Köse
Christa E. Müller
Gabriele Maria König
Cyclopropane-Containing Fatty Acids from the Marine Bacterium Labrenzia sp. 011 with Antimicrobial and GPR84 Activity
Marine Drugs
Roseovarius oyster disease
Labrenzia
cyclopropane containing fatty acids
antimicrobials
inflammation
bioinformatics
Pseudoroseovarius crassostreae
Roseovarius crassostreae
Aliiroseovarius crassostreae
GPR84
author_facet Jamshid Amiri Moghaddam
Antonio Dávila-Céspedes
Stefan Kehraus
Max Crüsemann
Meryem Köse
Christa E. Müller
Gabriele Maria König
author_sort Jamshid Amiri Moghaddam
title Cyclopropane-Containing Fatty Acids from the Marine Bacterium Labrenzia sp. 011 with Antimicrobial and GPR84 Activity
title_short Cyclopropane-Containing Fatty Acids from the Marine Bacterium Labrenzia sp. 011 with Antimicrobial and GPR84 Activity
title_full Cyclopropane-Containing Fatty Acids from the Marine Bacterium Labrenzia sp. 011 with Antimicrobial and GPR84 Activity
title_fullStr Cyclopropane-Containing Fatty Acids from the Marine Bacterium Labrenzia sp. 011 with Antimicrobial and GPR84 Activity
title_full_unstemmed Cyclopropane-Containing Fatty Acids from the Marine Bacterium Labrenzia sp. 011 with Antimicrobial and GPR84 Activity
title_sort cyclopropane-containing fatty acids from the marine bacterium labrenzia sp. 011 with antimicrobial and gpr84 activity
publisher MDPI AG
series Marine Drugs
issn 1660-3397
publishDate 2018-10-01
description Bacteria of the family Rhodobacteraceae are widespread in marine environments and known to colonize surfaces, such as those of e.g., oysters and shells. The marine bacterium Labrenzia sp. 011 is here investigated and it was found to produce two cyclopropane-containing medium-chain fatty acids (1, 2), which inhibit the growth of a range of bacteria and fungi, most effectively that of a causative agent of Roseovarius oyster disease (ROD), Pseudoroseovarius crassostreae DSM 16950. Additionally, compound 2 acts as a potent partial, β-arrestin-biased agonist at the medium-chain fatty acid-activated orphan G-protein coupled receptor GPR84, which is highly expressed on immune cells. The genome of Labrenzia sp. 011 was sequenced and bioinformatically compared with those of other Labrenzia spp. This analysis revealed several cyclopropane fatty acid synthases (CFAS) conserved in all Labrenzia strains analyzed and a putative gene cluster encoding for two distinct CFASs is proposed as the biosynthetic origin of 1 and 2.
topic Roseovarius oyster disease
Labrenzia
cyclopropane containing fatty acids
antimicrobials
inflammation
bioinformatics
Pseudoroseovarius crassostreae
Roseovarius crassostreae
Aliiroseovarius crassostreae
GPR84
url http://www.mdpi.com/1660-3397/16/10/369
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