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09926

N-Hexanoyl-DL-homoserine lactone

≥97.0% (HPLC)

Synonyme(s) :

N-Caproyl-DL-homoserine lactone

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A propos de cet article

Formule empirique (notation de Hill) :
C10H17NO3
Numéro CAS:
Poids moléculaire :
199.25
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26
Beilstein/REAXYS Number:
1640340
MDL number:
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Quality Level

assay

≥97.0% (HPLC)

form

powder or crystals

technique(s)

LC/MS: suitable

color

white to faint beige

mp

101-106 °C

storage temp.

2-8°C

InChI

1S/C10H17NO3/c1-2-3-4-5-9(12)11-8-6-7-14-10(8)13/h8H,2-7H2,1H3,(H,11,12)

InChI key

ZJFKKPDLNLCPNP-UHFFFAOYSA-N

Application

Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones.

Biochem/physiol Actions

N-Hexanoyl-DL-homoserine lactone is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) regulate gene expression in gram-negative bacteria, such as Echerichia and Salmonella and are involved in quorum sensing, cell to cell communication among bacteria. Some AHLs are potent chemoattractants for human immune cells such as neutrophils.
Quorum-sensing signal generation


Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Albert Soler et al.
International journal of environmental research and public health, 15(5) (2018-05-23)
Quorum sensing (QS) is a mechanism dependent on bacterial density. This coordinated process is mediated by the synthesis and the secretion of signal molecules, called autoinducers (AIs). N-acyl-homoserine lactones (AHLs) are the most common AIs that are used by Gram-negative
Daniel Wynn et al.
The Analyst, 143(19), 4774-4782 (2018-09-15)
There are an estimated 48 million cases of foodborne illness in the United States every year. In general, these illnesses are the result of unintentional contamination and improper food handling. Because bacterial contamination plays a major role in food spoilage
Thommie Karlsson et al.
Journal of leukocyte biology, 91(1), 15-26 (2011-08-03)
In gram-negative bacteria, cell-cell communication based on HSL QS molecules is known to coordinate the production of virulence factors and biofilms. These bacterial signals can also modulate human immune cell behavior. Using a Transwell migration assay, we found that human



Numéro d'article de commerce international

RéférenceGTIN
262188-800ML04061837843679
774448-100ML04061838136862
774448-4X25ML04061838070050
774448-800ML04061838136879
262188-100ML04061826116180
09926-25MG04061838658401