O9139
N-(3-Oxododecanoyl)-L-homoserine lactone
≥98% (TLC)
Synonym(s):
3-Oxo-C12-HSL
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About This Item
Empirical Formula (Hill Notation):
C16H27NO4
CAS Number:
Molecular Weight:
297.39
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26
MDL number:
Product Name
N-(3-Oxododecanoyl)-L-homoserine lactone, quorum sensing signaling molecule
Quality Level
assay
≥98% (TLC)
form
powder
color
white
application(s)
cell analysis
shipped in
wet ice
storage temp.
−20°C
SMILES string
CCCCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O
InChI
1S/C16H27NO4/c1-2-3-4-5-6-7-8-9-13(18)12-15(19)17-14-10-11-21-16(14)20/h14H,2-12H2,1H3,(H,17,19)/t14-/m0/s1
InChI key
PHSRRHGYXQCRPU-AWEZNQCLSA-N
Application
N-(3-Oxododecanoyl)-L-homoserine lactone (3-Oxo-C12-HSL), a member of a family of acyl homoserine lactones, may be used to determine its mechanisms and specificity of action as a signaling molecule involved in the regulation of bacterial quorum sensing.
Biochem/physiol Actions
N-(3-oxododecanoyl)homoserine-L-lactone (3-oxo-C12-HSL) is among a group of homoserine lactones that includes: N-octanoyl-homoserine lactone (N-C8-HSL), N-(3-oxodecanoyl) homoserine-L-lactone (3-oxo-C10 HSL), N-(3-Oxotetradecanoyl)-L-homoserine lactone (3-oxo-C14-HSL, N-(3-hydroxydecanoyl)-L-homoserine lactone, and N-(3-hydroxyoctanoyl)-L-homoserine lactone involved in the processes of bacterial quorum sensing. These N-acyl-homoserine lactones are used to study the processes and mechanisms of bacterial quorum sensing.
Acyl homoserine lactone that is an autoinducer of quorum sensing by Pseudomonas aeruginosa. Degraded by paraoxonase (PON) family members.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Robust multicellular computing using genetically encoded NOR gates and chemical `wires?
Tamsir A, et al.
Nature, 469(7329), 212-215 (2011)
Yunhui Zhang et al.
BMC genomics, 16, 38-38 (2015-02-06)
Intestinal microbes play significant roles in fish and can be possibly used as probiotics in aquaculture. In our previous study, Flaviramulus ichthyoenteri Th78(T), a novel species in the family Flavobacteriaceae, was isolated from fish intestine and showed strong quorum quenching
Kaihao Tang et al.
Scientific reports, 3, 2935-2935 (2013-10-15)
Quorum sensing (QS) is a population-dependent mechanism for bacteria to synchronize social behaviors such as secretion of virulence factors. The enzymatic interruption of QS, termed quorum quenching (QQ), has been suggested as a promising alternative anti-virulence approach. In order to
Global Trade Item Number
| SKU | GTIN |
|---|---|
| O9139-10MG | 04061834248804 |
| O9139-100MG | 04061834248798 |