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N-Tetradecanoyl-DL-homoserine lactone_Molecular_structure_CAS_98206-80-5)
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N-Tetradecanoyl-DL-homoserine lactone

Catalog No. 10937 Name Sigma Aldrich
CAS Number 98206-80-5 Website http://www.sigmaaldrich.com
M. F. C18H33NO3 Telephone 1-800-521-8956
M. W. 311.45952 Fax
Purity ≥97.0% (HPLC) Email
Storage Chembase ID: 155991

SYNONYMS

IUPAC name
N-(2-oxooxolan-3-yl)tetradecanamide
IUPAC Traditional name
N-(2-oxooxolan-3-yl)tetradecanamide
Synonyms
N-Myristoyl-DL-homoserine lactone

DATABASE IDS

PubChem SID 24846910
Beilstein Number 1649579
MDL Number MFCD01862913
CAS Number 98206-80-5

PROPERTIES

Empirical Formula (Hill Notation) C18H33NO3
Purity ≥97.0% (HPLC)
MSDS Link Download
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Storage Temperature 2-8°C
German water hazard class 3

DETAILS

Description (English)
Application
Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones.1
Biochem/physiol Actions
N-Tetradecanoyl-DL-homoserine lactone (C14-HSL) is among a group of homoserine lactones that includes; N-Heptanoyl-DL-homoserine lactone (C7HSL), N-octanoyl-homoserine lactone (N-C8-HSL), N-Decanoyl-DL-homoserine lactone (N-C10-HSL), N-Dodecanoyl-DL-homoserine lactone (C12-HSL), N-(3-oxodecanoyl) homoserine-L-lactone (3-oxo-C10 HSL), N-(3-oxododecanoyl)homoserine-L-lactone (3-oxo-C12-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.
N-Tetradecanoyl-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 are involved in quorum sensing, cell to cell communication among bacteria. Some AHLs are potent chemoattractants for human immune cells such as neutrophils.
Description (简体中文)
Application
Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones.1
Biochem/physiol Actions
N-Tetradecanoyl-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 are involved in quorum sensing, cell to cell communication among bacteria. Some AHLs are potent chemoattractants for human immune cells such as neutrophils.

REFERENCES