804258

Sigma-Aldrich

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

≥95%

Sinónimos:
4-bromo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-benzenepropanamide, LasR and TraR inhibitor, LuxR
Empirical Formula (Hill Notation):
C13H14BrNO3
Número de CAS:
Peso molecular:
312.16
ID de la sustancia en PubChem:
NACRES:
NA.22

Nivel de calidad

100

ensayo

≥95%

temp. de almacenamiento

−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

Categorías relacionadas

Aplicación

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.

Envase

10 mg in glass bottle

RIDADR

NONH for all modes of transport

WGK Alemania

WGK 3

Punto de inflamabilidad F

Not applicable

Punto de inflamabilidad C

Not applicable

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...
Artículos
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.
Más información
Contenido relacionado
Our laboratory pursues research at the chemistry-microbiology interface. We are deeply interested in the mechanisms by which bacteria sense each other, their environment, and the eukaryotic hosts on which and in which they may reside. One prominent pathway that we study is called quorum sensing, which allows bacteria to assess their local population density and initiate group behaviors at high cell (or “quorate”) density. This pathway allows, for example, many pathogens to amass in large populations prior to attacking their hosts. Bacteria use chemical signals for quorum sensing, and it is the concentration of these signals in a given environment that alerts the bacteria to their current cell number. We are interested in the structures of these signals and how we can reengineer them to either ablate or amplify quorum-sensing networks. Through synthesis and systematic screening, we have identified critical structural features of these signals and non-native functionality that we can install into the signals to tune their function. Thereby, we have developed non-native molecules that strongly inhibit or activate quorum-sensing pathways and modify infection processes. These compounds represent useful tools to explore the role of quorum sensing in many biological processes. We are applying them to both study fundamental aspects of quorum sensing pathways, and examine different types of infections in animals and plants.
Más información

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico

Redes sociales

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

Merck

Investigación. Desarrollo. Producción.

Somos un proveedor líder para la industria de Ciencias de la Vida con soluciones y servicios para investigación, desarrollo y producción biotecnológicos, y para desarrollo y producción de tratamientos farmacéuticos

© 2021 Merck KGaA, Darmstadt, Alemania y/o sus filiales. Todos los derechos reservados.

Queda estrictamente prohibida la reproducción sin permiso de cualquiera de los materiales de la página web.