N-Heptanoyl-DL-homoserine lactone

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N-Heptanoyl-DL-homoserine lactone Basic information
Product Name:N-Heptanoyl-DL-homoserine lactone
Synonyms:N-(2-oxotetrahydrofuran-3-yl)heptanaMide;Heptanamide, N-(tetrahydro-2-oxo-3-furanyl)-;N-Heptanoyl-DL-homoserine lactone >=97.0% (HPLC);N-Heptanoyl-DL-homoserine lactone;N-Heptanoyl-DL-homoserine lactone
CAS:106983-26-0
MF:C11H19NO3
MW:213.27
EINECS:
Product Categories:A - HAmino Acids;Amino Acids;Homoserine LactonesMicrobiology;Modified Amino Acids;Quorum Sensing / Signaling Compounds
Mol File:106983-26-0.mol
N-Heptanoyl-DL-homoserine lactone Structure
N-Heptanoyl-DL-homoserine lactone Chemical Properties
storage temp. −20°C
form powder with small lumps
color white to faintly brown
InChI1S/C11H19NO3/c1-2-3-4-5-6-10(13)12-9-7-8-15-11(9)14/h9H,2-8H2,1H3,(H,12,13)
InChIKeyFTMZLSDESAOPSZ-UHFFFAOYSA-N
SMILESCCCCCCC(=O)NC1CCOC1=O
Safety Information
Safety Statements 24/25
WGK Germany 3
3-10
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
N-Heptanoyl-DL-homoserine lactone Usage And Synthesis
UsesApplication test: Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones.
Biological ActivityN-Heptanoyl-DL-homoserine lactone (C7HSL) is among a group of homoserine lactones th at includes; 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-Heptanoyl-DL-homoserine lactone is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) regulate gene expression in gram-negative bacteria, such asEcherichia 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.
N-Heptanoyl-DL-homoserine lactone Preparation Products And Raw materials
Tag:N-Heptanoyl-DL-homoserine lactone(106983-26-0) Related Product Information
C14:1-delta9-cis-(L)-hsl N-Heptanoyl-DL-homoserine lactone 3-Oxo-dodecanoyl homoserine lactone N-Myristoyl-DL-homoserine lactone C10-Homoserine lactone N-(3-Oxooctanoyl)-L-homoserine lactone N-Octanoyl-DL-homoserine lactone DL-Homoserine C7-HSL 2(3H)-Furanone,3-aminodihydro-(8CI,9CI) C8-HSL