857523P

Avanti

N-Tetradecanoyl-L-homoserine lactone

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

Empirical Formula (Hill Notation):
C18H33NO3
CAS Number:
Molecular Weight:
311.46
NACRES:
NA.25

assay

>99% (TLC)

form

powder

packaging

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

manufacturer/tradename

Avanti Polar Lipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

Related Categories

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)

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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)
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)

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