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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:
76924-95-3
Molecular Weight:
213.23
MDL number:
MFCD03788849
UNSPSC Code:
41116107
PubChem Substance ID:
329817135
NACRES:
NA.24

grade

analytical standard

Quality Level

400

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

Related Categories

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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Certificates of Analysis (COA)

Lot/Batch Number
0000301712
0000314729
0000301713
CDBG4450
CDBF9525

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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
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
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
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
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