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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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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
Biomechanics and indications for application of the method of BDSF. Answer to manuscript draft number AOTS-D- 17-00378, Letter to the Editor concerning ''Femoral neck fracture osteosynthesis by the biplane double-supported screw fixation method (BDSF) reduces the risk of fixation failure: clinical outcomes in 207 patients'' by Filipov O, Sommer C, et al. (2017) Arch Orthop Trauma Surg. Apr 8. [Epub ahead of print].
Orlin Filipov et al.
Archives of orthopaedic and trauma surgery, 137(8), 1167-1171 (2017-07-02)
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.
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
Sören Bellenberg et al.
Applied and environmental microbiology, 84(20) (2018-08-05)
Industrial biomining processes are currently focused on metal sulfides and their dissolution, which is catalyzed by acidophilic iron(II)- and/or sulfur-oxidizing microorganisms. Cell attachment on metal sulfides is important for this process. Biofilm formation is necessary for seeding and persistence of
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