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Merck

K3255

Supelco

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

analytical standard

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C10H15NO4
Número de CAS:
Peso molecular:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
Alexandre Crépin et al.
PloS one, 7(4), e35176-e35176 (2012-04-28)
Several small diffusible molecules are involved in bacterial quorum sensing and virulence. The production of autoinducers-1 and -2, quinolone, indole and γ-amino butyrate signaling molecules was investigated in a set of soft-rot bacteria belonging to six Dickeya or Pectobacterium species
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
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
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

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