804339
4-iodo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-Benzeneacetamide
Synonym(s):
AbaR inhibitor, TraR
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About This Item
Empirical Formula (Hill Notation):
C12H12INO3
CAS Number:
Molecular Weight:
345.13
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22
form
solid
storage temp.
−20°C
SMILES string
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
Application
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.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(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
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