51481
N-(3-Hydroxytetradecanoyl)-DL-homoserine lactone
≥96% (HPLC), carbon 64.7-67.3 %
Synonym(s):
3-Hydroxy-N-(tetrahydro-2-oxo-3-furanyl)tetradecanamide
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About This Item
Empirical Formula (Hill Notation):
C18H33NO4
CAS Number:
Molecular Weight:
327.46
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
41116134
MDL number:
Assay:
≥96% (HPLC)
Quality Level
assay
≥96% (HPLC)
composition
carbon, 64.7-67.3% , nitrogen, 4.0-4.5%
storage temp.
−20°C
SMILES string
CCCCCCCCCCCC(O)CC(=O)NC1CCOC1=O
InChI
1S/C18H33NO4/c1-2-3-4-5-6-7-8-9-10-11-15(20)14-17(21)19-16-12-13-23-18(16)22/h15-16,20H,2-14H2,1H3,(H,19,21)
InChI key
IKQUESGRCDRZTI-UHFFFAOYSA-N
Biochem/physiol Actions
N-(3-Hydroxytetradecanoyl)-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; for reviews see. 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
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Tommaso R I Cataldi et al.
Journal of mass spectrometry : JMS, 43(1), 82-96 (2007-08-22)
A method for the comprehensive profiling of the N-acyl-homoserine lactone (AHL) family of bacterial quorum-sensing molecules is presented using liquid chromatography (LC) coupled to a hybrid quadrupole linear ion trap (LTQ) and Fourier-transform ion-cyclotron-resonance mass spectrometer (FTICR). We demonstrate an
Yanan Cao et al.
Applied and environmental microbiology, 78(6), 1899-1908 (2012-01-17)
N-Acylated homoserine lactone (AHL) lactonases are capable of degrading signal molecules involved in bacterial quorum sensing and therefore represent a new approach to control bacterial infection. Here a gene responsible for the AHL lactonase activity of Bacillus sp. strain AI96
Nicolas Kylilis et al.
Nature communications, 9(1), 2677-2677 (2018-07-12)
Advancing synthetic biology to the multicellular level requires the development of multiple cell-to-cell communication channels that propagate information with minimal signal interference. The development of quorum-sensing devices, the cornerstone technology for building microbial communities with coordinated system behaviour, has largely
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 51481-10MG | 04061832860305 |