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804223

3-oxo-C12-aniline

Synonym(s):

3-oxo-N-phenyl-Dodecanamide, LasR inhibitor, non-hydrolysable head group

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About This Item

Empirical Formula (Hill Notation):
C18H27NO2
CAS Number:
1186509-19-2
Molecular Weight:
289.41
UNSPSC Code:
12352200
PubChem Substance ID:
329768853
NACRES:
NA.22
Form:
solid
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form

solid

storage temp.

−20°C

SMILES string

CCCCCCCCCC(CC(NC1=CC=CC=C1)=O)=O

InChI

1S/C18H27NO2/c1-2-3-4-5-6-7-11-14-17(20)15-18(21)19-16-12-9-8-10-13-16/h8-10,12-13H,2-7,11,14-15H2,1H3,(H,19,21)

InChI key

GYOZLHQAMICVMN-UHFFFAOYSA-N

Application

This analog mimics the native 3-oxo-C12 AHL signal utilized by Pseudomonas aeruginosa for quorum sensing, yet contains a non-hydrolysable aniline head group. 3-oxo-C12-aniline is a strong inhibitor of the LasR receptor in P. aeruginosa.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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.

Design, synthesis and biological evaluation of abiotic, non-lactone modulators of LuxR-type quorum sensing
McInnis CE, and Blackwell HE
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Mutational Analysis of the Quorum-Sensing Receptor LasR Reveals Interactions that Govern Activation and Inhibition by Nonlactone Ligands.
Gerdt JP, et al.
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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

Global Trade Item Number

SKUGTIN
804223-10MG04061833232330