Skip to Content
Merck
All Photos(1)

Documents

857523P

Avanti

N-Tetradecanoyl-L-homoserine lactone

Avanti Research™ - A Croda Brand

Synonym(s):

(S)-N-(2-Oxotetrahydrofuran-3-yl)tetradecanamide

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C18H33NO3
CAS Number:
202284-87-5
Molecular Weight:
311.46
UNSPSC Code:
12352211
NACRES:
NA.25

description

(S)-N-(2-Oxotetrahydrofuran-3-yl)tetradecanamide

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 10 mg (857523P-10MG)
pkg of 1 × 50 mg (857523P-50MG)

manufacturer/tradename

Avanti Research™ - A Croda Brand

lipid type

bacterial lipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

O=C1OCC[C@@H]1NC(CCCCCCCCCCCCC)=O

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 and 857523P-50MG)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
Acyl homoserine lactone-based quorum sensing in a methanogenic archaeon.
Zhang G, et al.
The ISME Journal, 6(7), 1336-1336 (2012)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service