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Documentos

49619

Sigma-Aldrich

cis-2-Dodecenoic acid

≥95.0% (HPLC)

Sinónimos:

BDSF, Burkholderia cenocepacia diffusible signal factor

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About This Item

Fórmula empírica (notación de Hill):
C12H22O2
Número de CAS:
55928-65-9
Peso molecular:
198.30
Beilstein/REAXYS Number:
1722818
MDL number:
MFCD16661220
UNSPSC Code:
12352106
PubChem Substance ID:
329757488
NACRES:
NA.25

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.

pictograms

CorrosionEnvironment
GHS05,GHS09

signalword

Danger

hcodes

H318,H411

Hazard Classifications

Aquatic Chronic 2 - Eye Dam. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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.
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
Rimi Chowdhury et al.
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
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
Orlin Filipov et al.
Archives of orthopaedic and trauma surgery, 137(6), 779-788 (2017-04-10)
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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