49619
cis-2-Dodecenoic acid
≥95.0% (HPLC)
Synonym(s):
BDSF, Burkholderia cenocepacia diffusible signal factor
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About This Item
Empirical Formula (Hill Notation):
C12H22O2
CAS Number:
Molecular Weight:
198.30
Beilstein:
1722818
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.25
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Quality Level
Assay
≥95.0% (HPLC)
storage temp.
−20°C
SMILES string
CCCCCCCCC\C=C/C(O)=O
InChI
1S/C12H22O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h10-11H,2-9H2,1H3,(H,13,14)/b11-10-
InChI key
PAWGRNGPMLVJQH-KHPPLWFESA-N
Biochem/physiol Actions
Burkholderia cenocepacia produces a diffusible fatty acid signal molecule, cis-2-dodecenoic acid (BDSF), that has been implicated in interspecies and interkingdom communication.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 2 - Eye Dam. 1
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Nadine Schmid et al.
PloS one, 7(11), e49966-e49966 (2012-11-28)
Quorum sensing in Burkholderia cenocepacia H111 involves two signalling systems that depend on different signal molecules, namely N-acyl homoserine lactones (AHLs) and the diffusible signal factor cis-2-dodecenoic acid (BDSF). Previous studies have shown that AHLs and BDSF control similar phenotypic
Robert P Ryan et al.
Journal of bacteriology, 191(15), 5013-5019 (2009-06-02)
Burkholderia cenocepacia produces a diffusible fatty acid signal molecule, cis-2-dodecenoic acid (BDSF), that has been implicated in interspecies and interkingdom communication. Here, we show that BDSF also acts as an intraspecies signal in B. cenocepacia to control factors contributing to
Orlin Filipov et al.
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Osteosynthesis of femoral neck fractures is related up to 46% rate of complications. The novel method of biplane double-supported screw fixation (BDSF; Filipov's method) offers better stability using three medially diverging cannulated screws with two of them buttressed on the
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PLoS pathogens, 17(2), e1009357-e1009357 (2021-02-23)
Successful intestinal infection by Salmonella requires optimized invasion of the gut epithelium, a function that is energetically costly. Salmonella have therefore evolved to intricately regulate the expression of their virulence determinants by utilizing specific environmental cues. Here we show that
Yinyue Deng et al.
BMC microbiology, 13, 148-148 (2013-07-03)
Burkholderia cenocepacia employs both N-Acyl homoserine lactone (AHL) and cis-2-dodecenoic acid (BDSF) quorum sensing (QS) systems in regulation of bacterial virulence. It was shown recently that disruption of BDSF synthase RpfFBc caused a reduction of AHL signal production in B.
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