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Merck

O1764

Sigma-Aldrich

N-(3-Oxooctanoyl)-L-homoserine lactone

≥97% (HPLC), white, powder

Synonym(e):

3-oxo-C8-HSL, 3OC8-HSL, N-(β-Ketooctanoyl)-L-homoserine

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About This Item

Empirische Formel (Hill-System):
C12H19NO4
CAS-Nummer:
Molekulargewicht:
241.28
MDL-Nummer:
UNSPSC-Code:
12352202
eCl@ss:
32160406
PubChem Substanz-ID:
NACRES:
NA.32

Qualitätsniveau

Assay

≥97% (HPLC)

Form

powder

Mol-Gew.

241.28

Methode(n)

protein expression: suitable

Farbe

white

Löslichkeit

chloroform: 50 mg/mL, clear, colorless

Versandbedingung

wet ice

Lagertemp.

−20°C

SMILES String

CCCCCC(=O)CC(=O)N[C@H]1CCOC1=O

InChI

1S/C12H19NO4/c1-2-3-4-5-9(14)8-11(15)13-10-6-7-17-12(10)16/h10H,2-8H2,1H3,(H,13,15)/t10-/m0/s1

InChIKey

FXCMGCFNLNFLSH-JTQLQIEISA-N

Allgemeine Beschreibung

N-(3-Oxooctanoyl)-L-homoserine lactone is a common quorum sensing (QS) signal.
It is a signaling molecule that is produced by Gram negative bacteria.

Anwendung

N-(3-Oxooctanoyl)-L-homoserine lactone has been used:
  • to study the effects of pH, temperature, and salinity on extracellular polymeric substances (EPS) of Pseudomonas aeruginosa biofilm.
  • as an AHL inducer to activate the quorum sensing pathways in Synechococcus elongatus.

Biochem./physiol. Wirkung

N-(3-Oxooctanoyl)-L-homoserine lactone stimulates the tra gene expression. It is an autoinducer and potent antagonist.

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Produkt-Nr.
Beschreibung
Preisangaben

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

Besitzen Sie dieses Produkt bereits?

In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Z Q Luo et al.
Journal of bacteriology, 183(13), 3919-3930 (2001-06-08)
Conjugal transfer of Agrobacterium tumefaciens Ti plasmids is regulated by quorum sensing via TraR and its cognate autoinducer, N-(3-oxo-octanoyl)-L-homoserine lactone. We isolated four Tn5-induced mutants of A. tumefaciens C58 deficient in TraR-mediated activation of tra genes on pTiC58DeltaaccR. These mutations
Alessandro Vannini et al.
The EMBO journal, 21(17), 4393-4401 (2002-08-29)
The quorum sensing system allows bacteria to sense their cell density and initiate an altered pattern of gene expression after a sufficient quorum of cells has accumulated. In Agrobacterium tumefaciens, quorum sensing controls conjugal transfer of the tumour- inducing plasmid
Alessandro Vannini et al.
Acta crystallographica. Section D, Biological crystallography, 58(Pt 8), 1362-1364 (2002-07-24)
TraR is an Agrobacterium tumefaciens transcriptional regulator which binds the pheromone N-3-oxooctanoyl-L-homoserine lactone (AAI) in response to the bacterial population density. The TraR-AAI complex dimerizes and interacts with a specific 18-base-pair DNA sequence (TraBox), activating promoters containing this site. TraR
Kayode K Ojo et al.
The Journal of antimicrobial chemotherapy, 57(6), 1065-1069 (2006-03-23)
To determine whether mef(A)-msr(D) and tet(M) genes are linked in representative Gram-negative isolates and/or transferred together during conjugation. To molecularly characterize the Acinetobacter junii element and compare the structure and sequence with the non-conjugative Streptococcus pneumoniae Tn2009 element. PCR assays
Effects of pH, Temperature and Salinity on Extracellular Polymeric
Substances of Pseudomonasaeruginosa Biofilm with
N-(3-Oxooxtanoyl)-L-Homoserine Lactone Addition
Lijie Zhou
J. Water Res. (2014)

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