K3255
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
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
41116107
MDL number:
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)
SMILES string
CCCC(=O)CC(=O)NC1CCOC1=O
InChI key
YRYOXRMDHALAFL-UHFFFAOYSA-N
grade
analytical standard
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
Quality Level
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Zamia Diaz et al.
PloS one, 4(8), e6820-e6820 (2009-08-29)
Many bacteria produce and respond to the quorum sensing signal autoinducer-2 (AI-2). Escherichia coli and Salmonella typhimurium are among the species with the lsr operon, an operon containing AI-2 transport and processing genes that are up regulated in response to
Yunrong Chai et al.
Journal of bacteriology, 191(11), 3706-3711 (2009-03-31)
TraR of Agrobacterium tumefaciens is a LuxR-type quorum-sensing transcription factor that regulates genes required for replication and conjugation of the tumor-inducing (Ti) plasmid. TraR requires its cognate autoinducer N-3-oxooctanoyl-homoserine lactone (OOHL) for resistance of proteolysis in wild-type bacteria and for
D Krysciak et al.
Applied and environmental microbiology, 77(15), 5089-5099 (2011-06-07)
Rhizobium sp. strain NGR234 is a unique alphaproteobacterium (order Rhizobiales) that forms nitrogen-fixing nodules with more legumes than any other microsymbiont. Since we have previously described the complete genome sequence of NGR234, we now report on a genome-wide functional analysis
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
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
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