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Merck
CN

804339

Sigma-Aldrich

4-iodo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-Benzeneacetamide

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别名:
AbaR inhibitor, TraR
经验公式(希尔记法):
C12H12INO3
分子量:
345.13
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.22

形式

solid

储存温度

−20°C

SMILES字符串

O=C(OCC1)[C@@]1([H])NC(CC2=CC=C(I)C=C2)=O

InChI

1S/C12H12INO3/c13-9-3-1-8(2-4-9)7-11(15)14-10-5-6-17-12(10)16/h1-4,10H,5-7H2,(H,14,15)/t10-/m0/s1

InChI key

IMJUHEKUNKCNGB-JTQLQIEISA-N

应用

PHL is a strong inhibitor of several LuxR-type receptors, including LuxR from V. fischeri, TraR from A. tumefaciens, the putative LuxR-type receptor from A. baumannii – AbaR, and RhlR from P. aeruginosa. This compound represents a good choice for initial testing of LuxR-type receptor inhibition.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Michael A Welsh et al.
Journal of the American Chemical Society, 137(4), 1510-1519 (2015-01-13)
The opportunistic pathogen Pseudomonas aeruginosa uses three interwoven quorum-sensing (QS) circuits-Las, Rhl, and Pqs-to regulate the global expression of myriad virulence-associated genes. Interception of these signaling networks with small molecules represents an emerging strategy for the development of anti-infective agents
Grant D Geske et al.
ACS chemical biology, 2(5), 315-319 (2007-05-08)
Bacteria monitor their population densities using low-molecular-weight ligands in a process known as quorum sensing. At sufficient cell densities, bacteria can change their mode of growth and behave as multicellular communities that play critical roles in both beneficial symbioses and
Danielle M Stacy et al.
ACS chemical biology, 7(10), 1719-1728 (2012-08-03)
Many bacterial pathogens use quorum sensing (QS) to control virulence. As a result, the development of methods to intercept QS has attracted significant interest as a potential anti-infective therapy. Acinetobacter baumannii has emerged as a pan-drug-resistant pathogen and displays a
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

相关内容

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.

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