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O9139 Sigma-Aldrich

N-(3-Oxododecanoyl)-L-homoserine lactone

quorum sensing signaling molecule

Synonym: 3-Oxo-C12-HSL

  • CAS Number 168982-69-2

  • Empirical Formula (Hill Notation) C16H27NO4

  • Molecular Weight 297.39

  •  MDL number MFCD08275140

  •  eCl@ss 32160406

  •  PubChem Substance ID 329818935

  •  NACRES NA.26

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Properties

Related Categories Amino Acids, Biochemicals and Reagents, Homoserine Lactones, Microbiology, Modified Amino Acids,
assay   ≥98% (TLC)
form   powder
application(s)   cell analysis: suitable
color   white
shipped in   wet ice
storage temp.   −20°C
SMILES string   CCCCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O
InChI   1S/C16H27NO4/c1-2-3-4-5-6-7-8-9-13(18)12-15(19)17-14-10-11-21-16(14)20/h14H,2-12H2,1H3,(H,17,19)/t14-/m0/s1
InChI key   PHSRRHGYXQCRPU-AWEZNQCLSA-N

Description

Application

N-(3-Oxododecanoyl)-L-homoserine lactone (3-Oxo-C12-HSL), a member of a family of acyl homoserine lactones, may be used to determine its mechanisms and specificity of action as a signaling molecule involved in the regulation of bacterial quorum sensing.

Packaging

10, 100 mg in glass bottle

Biochem/physiol Actions

N-(3-oxododecanoyl)homoserine-L-lactone (3-oxo-C12-HSL) is among a group of homoserine lactones that includes: N-octanoyl-homoserine lactone (N-C8-HSL), N-(3-oxodecanoyl) homoserine-L-lactone (3-oxo-C10 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.

Acyl homoserine lactone that is an autoinducer of quorum sensing by Pseudomonas aeruginosa. Degraded by paraoxonase (PON) family members.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Microbiology Introduction

An initial aim of all microbiologists is the reproducible growth of their microbial cultures, no matter whether the microorganisms are of natural origin or have been genetically engineered by man. Re...
Keywords: Absorption, Aerobic, Anaerobic, Antibiotics, Antimicrobials, Buffers, Culture media, Diffusion, Environmental, Filtration, Genetic, Growth factors, Metabolism, Phase transitions, Precipitation, Reductions, Respiration, Sample preparations, Vitamins

Peer-Reviewed Papers
15

References

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