44558
N-Octanoyl-L-homoserine lactone
≥96% (HPLC)
Synonym(s):
N-[(3S)-Tetrahydro-2-oxo-3-furanyl]octanamide, C8-HSL
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Empirical Formula (Hill Notation):
C12H21NO3
CAS Number:
Molecular Weight:
227.30
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
Beilstein/REAXYS Number:
8148282
Product Name
N-Octanoyl-L-homoserine lactone, ≥96% (HPLC)
Quality Level
assay
≥96% (HPLC)
form
powder or crystals
optical activity
[α]/D -28±3°, c = 0.2 in methanol
color
white to off-white
suitability
conforms to structure for Proton NMR spectrum
application(s)
detection
storage temp.
−20°C
SMILES string
O=C1OCC[C@@H]1NC(CCCCCCC)=O
InChI
1S/C12H21NO3/c1-2-3-4-5-6-7-11(14)13-10-8-9-16-12(10)15/h10H,2-9H2,1H3,(H,13,14)/t10-/m0/s1
InChI key
JKEJEOJPJVRHMQ-JTQLQIEISA-N
Biochem/physiol Actions
N-Octanoyl-L-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, colonization, chemical defense and cell to cell communication among bacteria; for reviews see. AHLs are released as oligopeptides in Gram positive bacteria and as quorum signal in Gram negative bacteria. Bacterial intercellular communication has become a target for the development of new anti-virulence drugs, and a research focus for the prevention of biofilm formation.
Quorum-sensing signal generation
Still not finding the right product?
Explore all of our products under N-Octanoyl-L-homoserine lactone
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Suman C, et al.
Cannabis sativa L.- Botany and Biotechnology (2017)
Mattia Marenda et al.
Scientific reports, 6, 39142-39142 (2016-12-15)
Bacterial communities undergo collective behavioural switches upon producing and sensing diffusible signal molecules; a mechanism referred to as Quorum Sensing (QS). Exemplarily, biofilm organic matrices are built concertedly by bacteria in several environments. QS scope in bacterial ecology has been
J B Andersen et al.
Applied and environmental microbiology, 67(2), 575-585 (2001-02-07)
In order to perform single-cell analysis and online studies of N-acyl homoserine lactone (AHL)-mediated communication among bacteria, components of the Vibrio fischeri quorum sensor encoded by luxR-P(luxI) have been fused to modified versions of gfpmut3* genes encoding unstable green fluorescent
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 44558-50MG | 04061832283982 |
| 44558-10MG | 04061832283975 |