Skip to Content
Merck
CN
All Photos(1)

Key Documents

View All Documentation

804339

Sigma-Aldrich

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

Synonym(s):

AbaR inhibitor, TraR

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

About This Item

Empirical Formula (Hill Notation):
C12H12INO3
CAS Number:
942296-25-5
Molecular Weight:
345.13
UNSPSC Code:
12352200
PubChem Substance ID:
329768862
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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support.

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.
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
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
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

Related Content

Blackwell Group – Professor Product Portal

We study quorum sensing, how bacteria sense their density. Synthesized compounds modulate pathways, aiding research on infections in various hosts.

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