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N-Dodecanoyl-DL-homoserine lactone_Molecular_structure_CAS_18627-38-8)
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N-Dodecanoyl-DL-homoserine lactone

Catalog No. 17247 Name Sigma Aldrich
CAS Number 18627-38-8 Website http://www.sigmaaldrich.com
M. F. C16H29NO3 Telephone 1-800-521-8956
M. W. 283.40636 Fax
Purity ≥97.0% (HPLC) Email
Storage Chembase ID: 155904

SYNONYMS

IUPAC name
N-(2-oxooxolan-3-yl)dodecanamide
IUPAC Traditional name
N-(2-oxooxolan-3-yl)dodecanamide
Synonyms
N-Lauroyl-DL-homoserine lactone

DATABASE IDS

CAS Number 18627-38-8
MDL Number MFCD03100412
PubChem SID 24850402

PROPERTIES

Empirical Formula (Hill Notation) C16H29NO3
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
Application test: Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones1.
Biochem/physiol Actions
Quorum-sensing signal generation.2
N-Dodecanoyl-DL-homoserine lactone (C12-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-(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-Lauroyl- 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
Application test: Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones1.
Biochem/physiol Actions
Quorum-sensing signal generation.2
N-Lauroyl- 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