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    N-Ethanoyl-L-homoserine lactone

    Available from stock

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      N-Ethanoyl-L-homoserine lactone

      SKU
      E0072

      Category: Quorum Sensing

      Synonyms
      C2-HSL , N-Acetyl-L-homoserine lactone , N-[(3S)-Tetrahydro-2-oxo-3-furanyl]-acetamide
      51524-71-1
      CAS-Number
      C6H9NO3
      Molecular Formula
      143.14
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥98% (GC)
      Appearance
      White powder
      Identity
      1H-NMR

      Properties

      Solvents
      ethanol, methanol, DMF, DMSO or water (poorly)
      Shipping
      AMBIENT
      Short Term Storage
      +4°C
      Long Term Storage
      -20°C
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at -20°C.
      Hazard statements
      H302
      Precautionary statements
      P280
      GHS Symbol
      GHS07
      Signal word
      Warning
      Transportation
      Not dangerous goods
      Description
      N-Ethanoyl-L-homoserine lactone is the shortest alkyl homologue and most polar of a family of mediators of cell to cell interactions in bacterial biofilms. Acylhomoserine lactones have been detected in hundreds of bacterial species. N-acylhomoserine lactones (AHL) are involved in quorum sensing, controlling gene expression, and cellular metabolism. N-Ethanoyl-L-homoserine lactone is not found in nature and can serve as a polar negative control for quorum sensing events.
      Smiles
      O=C1[C@@H](NC(C)=O)CCO1
      InChi Key
      XGSXMDQVYYCSDA-YFKPBYRVSA-N
      References
      (1) K.H. McClean, et al.: Microbiol. 143, 3703 (1997) , (2) A. Kumari, et al.: Anal. Chem. 78, 7603 (2006)
      InChi
      InChI=1S/C6H9NO3/c1-4(8)7-5-2-3-10-6(5)9/h5H,2-3H2,1H3,(H,7,8)/t5-/m0/s1

      N-Ethanoyl-L-homoserine lactone is the shortest alkyl homologue and most polar of a family of mediators of cell to cell interactions in bacterial biofilms. Acylhomoserine lactones have been detected in hundreds of bacterial species. N-acylhomoserine lactones (AHL) are involved in quorum sensing, controlling gene expression, and cellular metabolism. N-Ethanoyl-L-homoserine lactone is not found in nature and can serve as a polar negative control for quorum sensing events.

      SKU: E0072 Category: Quorum Sensing
      • Additional information

      Additional information

      Synonyms

      C2-HSL, N-Acetyl-L-homoserine lactone, N-[(3S)-Tetrahydro-2-oxo-3-furanyl]-acetamide

      Purity

      ≥98% (GC)

      Appearance

      White powder

      CAS-Number

      51524-71-1

      Molecular Formula

      C6H9NO3

      Molecular Weight

      143.14

      Identity

      1H-NMR

      Solvents

      ethanol, methanol, DMF, DMSO or water (poorly)

      Smiles

      O=C1[C@@H](NC(C)=O)CCO1

      InChi Key

      XGSXMDQVYYCSDA-YFKPBYRVSA-N

      Shipping

      AMBIENT

      Short Term Storage

      +4°C

      Long Term Storage

      -20°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at -20°C.

      Hazard statements

      H302

      Precautionary statements

      P280

      GHS Symbol

      GHS07

      Signal word

      Warning

      Transportation

      Not dangerous goods

      References

      (1) K.H. McClean, et al.: Microbiol. 143, 3703 (1997), (2) A. Kumari, et al.: Anal. Chem. 78, 7603 (2006)

      InChi

      InChI=1S/C6H9NO3/c1-4(8)7-5-2-3-10-6(5)9/h5H,2-3H2,1H3,(H,7,8)/t5-/m0/s1

      Quantity

      5 mg, 25 mg, Bulk

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