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53796

Sigma-Aldrich

(Z-)-4-Bromo-5-(bromomethylene)-2(5H)-furanone

≥97.0% (GC)

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Synonym(s):
Furanone C-30
Empirical Formula (Hill Notation):
C5H2Br2O2
CAS Number:
Molecular Weight:
253.88
Beilstein:
120928
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.25

Quality Level

Assay

≥97.0% (GC)
97.0-103.0% (T)

form

solid

storage temp.

−20°C

SMILES string

Br\C=C1/OC(=O)C=C1Br

InChI

1S/C5H2Br2O2/c6-2-4-3(7)1-5(8)9-4/h1-2H/b4-2-

InChI key

DPGLBHQUHFJRJS-RQOWECAXSA-N

Biochem/physiol Actions

The synthetic furanones C30 interfered with the actions of acyl-HSL molecules and inhibited gene expression regulated by quorum-sensing systems in P. aeruginosa.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Young Mok Heo et al.
Marine drugs, 16(12) (2018-12-19)
In our previous study, all Arthrinium isolates from Sargassum sp. showed high bioactivities, but studies on marine Arthrinium spp. are insufficient. In this study, a phylogenetic analysis of 28 Arthrinium isolates from seaweeds and egg masses of Arctoscopus japonicus was
J Fernando Montes García et al.
Antonie van Leeuwenhoek, 113(9), 1371-1383 (2020-07-17)
Actinobacillus seminis is an autochthonous gram-negative bacterium that affects reproductive organs, causing epididymitis, low fertility, and occasional abortions in ovine and goats. The virulence factors and the pathogenicity mechanisms of A. seminis have not been clearly elucidated yet. In this
Yang Zhao et al.
Bioresource technology, 186, 52-57 (2015-03-25)
The aim of this study was to determine whether acid mine drainage (AMD) production can be decreased by (5Z)-4-bromo-5-(bromomethylene)-2(5H)-furanone (furanone C-30) in the presence of Acidithiobacillus ferrooxidans (A. ferrooxidans). The effects of furanone C-30 on A. ferrooxidans biofilm production were
Jingming Zhao et al.
The Indian journal of medical research, 147(4), 400-406 (2018-07-13)
Pseudomonas aeruginosa is an opportunistic pathogen that can cause nosocomial bloodstream infections in humans. This study was aimed to explore the association of furanone C-30 with biofilm formation, quorum sensing (QS) system and antibiotic resistance in P. aeruginosa. An in
H Wu et al.
The Journal of antimicrobial chemotherapy, 53(6), 1054-1061 (2004-05-01)
Antibiotics are used to treat bacterial infections by killing the bacteria or inhibiting their growth, but resistance to antibiotics can develop readily. The discovery that bacterial quorum-sensing regulates bacterial virulence as well as the formation of biofilms opens up new

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