Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

804223

Sigma-Aldrich

3-oxo-C12-aniline

Synonym(s):

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

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

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

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.[1][2]

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
MKCT6791

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

N-(3-Oxododecanoyl)-L-homoserine lactone quorum sensing signaling molecule

Sigma-Aldrich

O9139

N-(3-Oxododecanoyl)-L-homoserine lactone

Mutational Analysis of the Quorum-Sensing Receptor LasR Reveals Interactions that Govern Activation and Inhibition by Nonlactone Ligands.
Gerdt JP, et al.
Chemistry & Biology, 21, 1361-1369 (2014)
Design, synthesis and biological evaluation of abiotic, non-lactone modulators of LuxR-type quorum sensing
McInnis CE, and Blackwell HE
Bioorganic & Medicinal Chemistry, 19, 4812-4819 (2011)
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.

Questions

Reviews

No rating value

Active Filters

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