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53796

Sigma-Aldrich

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

≥97.0% (GC)

Synonym(s):

Furanone C-30

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About This Item

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

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Kulwadee Karnjana et al.
Fish & shellfish immunology, 88, 91-101 (2019-03-01)
Bacteria respond to host immunity for their proliferation and survival by cell-cell communications such as biofilm formation, bioluminescence, and secreting virulence factors. In the biofilm form, bacteria are more resistant to various antimicrobial treatments and withstand the host's immune system.
B X V Quecan et al.
Frontiers in microbiology, 10, 867-867 (2019-05-21)
Quorum sensing (QS) regulates bacterial gene expression and studies suggest quercetin, a flavonol found in onion, as a QS inhibitor. There are no studies showing the anti-QS activity of plants containing quercetin in its native glycosylated forms. This study aimed

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