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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 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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Identification of quorum sensing signal molecules and oligolignols associated with watermark disease in willow (Salix sp.)
Huvenne H, et al.
Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences, 872, 83- 89 (2008)
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
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
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
Yiling Cui et al.
Rapid communications in mass spectrometry : RCM, 23(8), 1212-1220 (2009-03-14)
A reversed-phase high-performance liquid chromatography/electrospray tandem mass spectrometry method was developed for the characterization of hydroxyl radical oxidation products of N-hexanoyl-homoserine lactone (C6-HSL), a member of the N-acylhomoserine lactone (AHL) class of microbial quorum-sensing signaling molecules identified in many Gram-negative

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