Skip to Content
Merck
All Photos(1)

Documents

804258

Sigma-Aldrich

N-(3-(4-bromophenyl)-propanoyl)-L-homoserine lactone

≥95%

Synonym(s):

4-bromo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-benzenepropanamide, LasR and TraR inhibitor, LuxR

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C13H14BrNO3
CAS Number:
959613-39-9
Molecular Weight:
312.16
UNSPSC Code:
12352200
PubChem Substance ID:
329768855
NACRES:
NA.22

Assay

≥95%

form

solid

storage temp.

−20°C

SMILES string

O=C(OCC1)[C@@]1([H])NC(CCC2=CC=C(Br)C=C2)=O

InChI

1S/C13H14BrNO3/c14-10-4-1-9(2-5-10)3-6-12(16)15-11-7-8-18-13(11)17/h1-2,4-5,11H,3,6-8H2,(H,15,16)/t11-/m0/s1

InChI key

SGDZSJUYCLTPRG-NSHDSACASA-N

Application

AHL analog is a strong, broad-spectrum inhibitor of numerous LuxR-type receptors (e.g.: LuxR from Vibrio fischeri, LasR from P. aeruginosa, and TraR from Agrobacterium tumefaciens). This compound represents a good choice for initial testing of LuxR-type receptor inhibition.

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Grant D Geske et al.
Chembiochem : a European journal of chemical biology, 9(3), 389-400 (2008-01-29)
Bacterial quorum sensing is mediated by low molecular-weight signals and plays a critical role in both the pathogenesis of infectious disease and beneficial symbioses. There is significant interest in the development of synthetic ligands that can intercept bacterial quorum sensing
Grant D Geske et al.
Journal of the American Chemical Society, 129(44), 13613-13625 (2007-10-12)
Bacteria use a language of low molecular weight ligands to assess their population densities in a process called quorum sensing. This chemical signaling process plays a pivotal role both in the pathogenesis of infectious disease and in beneficial symbioses. There

Articles

Quorum Sensing Modulators

Quorum sensing is a chemical communication mechanism used by many common bacteria to initiate group behaviors. It plays an important role in the establishment of infection by pathogens and in mediating certain symbioses.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service