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K3255

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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

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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Guoping Jin et al.
Biochemical and biophysical research communications, 417(3), 991-995 (2011-12-31)
Many Gram-negative bacteria use N-acyl-homoserine lactones (AHLs) as quorum sensing (QS) signaling molecules to coordinate their group behavior. Recently, it was shown that plants can perceive and respond to these bacterial AHLs. However, little is known about the molecular mechanism
Elena S Antonova et al.
FEMS microbiology letters, 322(1), 68-76 (2011-06-11)
Vibrio cholerae, the causative agent of cholera and a natural inhabitant of aquatic environments, regulates numerous behaviors using a quorum-sensing (QS) system conserved among many members of the marine genus Vibrio. The Vibrio QS response is mediated by two extracellular
Jessica R Gooding et al.
Biochemistry, 49(27), 5621-5623 (2010-06-10)
Extracellular autoinducer concentrations in cultures of Vibrio harveyi and Escherichia coli were monitored by liquid chromatography-tandem mass spectrometry to test whether a quantitative definition of quorum sensing could help decipher the information content of these signals. Although V. harveyi was
Di Lv et al.
Research in microbiology, 163(2), 119-124 (2011-12-08)
The phyllosphere is inhabited by large populations of epiphytic bacteria that are able to modulate their phenotypes and behavior by quorum sensing (QS). However, the impact of acyl-homoserine lactones (AHLs) involved in QS on the ecology of bacteria in their
Susanna Zucca et al.
BMC bioinformatics, 13 Suppl 4, S11-S11 (2012-05-02)
The bottom-up programming of living organisms to implement novel user-defined biological capabilities is one of the main goals of synthetic biology. Currently, a predominant problem connected with the construction of even simple synthetic biological systems is the unpredictability of the

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