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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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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
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
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)
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
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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