09926
N-Hexanoyl-DL-homoserine lactone
≥97.0% (HPLC)
Synonym(s):
N-Caproyl-DL-homoserine lactone
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About This Item
Empirical Formula (Hill Notation):
C10H17NO3
CAS Number:
Molecular Weight:
199.25
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26
Beilstein/REAXYS Number:
1640340
MDL number:
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
Storage Class
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 774448-100ML | 04061838136862 |
| 262188-800ML | 04061837843679 |
| 774448-4X25ML | 04061838070050 |
| 774448-800ML | 04061838136879 |
| 262188-100ML | 04061826116180 |
| 09926-25MG | 04061838658401 |