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K3255

Supelco

N-(β-Ketocaproyl)-DL-homoserine lactone

analytical standard

Synonym(s):

N-(3-Oxohexanoyl)-DL-homoserine lactone

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About This Item

Empirical Formula (Hill Notation):
C10H15NO4
CAS Number:
Molecular Weight:
213.23
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

suitability

suitable for manufacturing use

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

storage temp.

−20°C

SMILES string

CCCC(=O)CC(=O)NC1CCOC1=O

InChI

1S/C10H15NO4/c1-2-3-7(12)6-9(13)11-8-4-5-15-10(8)14/h8H,2-6H2,1H3,(H,11,13)

InChI key

YRYOXRMDHALAFL-UHFFFAOYSA-N

Application

N-(β-Ketocaproyl)-DL-homoserine lactone has been used as a reference standard in identifying the quorum sensing signal molecules released by the in wood samples affected by Brenneria salicis bacteria bacteria, using ultra-high performance liquid chromatography coupled with an ion-trap mass spectrometer.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Jun Igarashi et al.
Methods in molecular biology (Clifton, N.J.), 692, 265-274 (2010-10-30)
Bacterial quorum sensing (QS) system is a unique target for the development of a new class of drugs that potentially control pathogenicity and attenuate virulence. Thus, it has been of significant interest to discover small organic molecules that modulate QS
Elena V Piletska et al.
Biomacromolecules, 11(4), 975-980 (2010-03-17)
A first attempt to attenuate the quorum sensing (QS) of a marine heterotroph microorganism, Vibrio fischeri , using signal molecule-sequestering polymers (SSPs) is presented. A set of rationally designed polymers with affinity toward a signal molecule of V. fischeri
Robert J Mitchell et al.
BMB reports, 44(1), 1-10 (2011-01-27)
Inter-cellular communication via diffusible small molecules is a defining character not only of multicellular forms of life but also of single-celled organisms. A large number of bacterial genes are regulated by the change of chemical milieu mediated by the local
O E Mel'kina et al.
Genetika, 46(8), 1050-1056 (2010-09-29)
The key elements of the regulatory system activating expression of the lux-operon genes in the sea bacteria Vibrio fischeri are the LuxR protein (an activator oftranscription) and N-(3-oxohexanoyl) L-homoserine lactone (an autoinducer, AI). It is shown that the ATP-dependent proteases
Glenn F J Dulla et al.
The ISME journal, 3(7), 825-834 (2009-04-03)
The leaf surface harbors a host of bacterial epiphytes that are capable of influencing the quorum sensing (QS) system of the plant pathogen Pseudomonas syringae pv. syringae (Pss). Pss uses QS to regulate expression of genes conferring extracellular polysaccharide production

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