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About This Item
Empirical Formula (Hill Notation):
C18H33NO3
CAS Number:
Molecular Weight:
311.46
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
InChI
1S/C18H33NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(20)19-16-14-15-22-18(16)21/h16H,2-15H2,1H3,(H,19,20)/t16-/m0/s1
InChI key
ZQAYHOXXVBVXPZ-INIZCTEOSA-N
SMILES string
O=C1OCC[C@@H]1NC(CCCCCCCCCCCCC)=O
description
(S)-N-(2-Oxotetrahydrofuran-3-yl)tetradecanamide
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 10 mg (857523P-10MG)
manufacturer/tradename
Avanti Research™ - A Croda Brand
lipid type
bacterial lipids
shipped in
dry ice
storage temp.
−20°C
General description
N-Tetradecanoyl-L-homoserine lactone/C14-HSL is a N-acylhomoserine lactone (HSL). C14-HSL is a non-polar compound. All HSLs possess a homoserine lactone moiety and a fatty acyl group with varying carbon length ranging from 4 to 14 carbons. They also have either 3-oxo, 3-hydroxyl, or fully reduced methylene groups at the C-3 position.
Biochem/physiol Actions
N-acylhomoserine lactones derivatives (HSLs) are produced and utilized by Gram negative bacteria as signaling molecules, to invade and colonize higher organisms. It is a quorum sensing signaling molecule commonly modulates cell density-dependent regulatory mechanisms.
Packaging
5 mL Amber Glass Screw Cap Vial (857523P-10MG)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Find documentation for the products that you have recently purchased in the Document Library.
Acyl homoserine lactone-based quorum sensing in a methanogenic archaeon.
Zhang G, et al.
The ISME Journal, 6(7), 1336-1336 (2012)
The hydrolysis of unsubstituted N-acylhomoserine lactones to their homoserine metabolites: Analytical approaches using ultra performance liquid chromatography.
Englmann M, et al.
Journal of Chromatography A, 1160(1-2), 184-193 (2007)
Occurrence of N-acyl-L-homoserine lactones in extracts of some Gram-negative bacteria evaluated by gas chromatography-mass spectrometry.
Cataldi TRI, et al.
Analytical biochemistry, 361(2), 226-235 (2007)
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