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    N-Octanoyl-L-homoserine lactone

    Available from stock

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      N-Octanoyl-L-homoserine lactone

      SKU
      O0038

      Category: Quorum Sensing

      Synonyms
      N-[(3S)-Tetrahydro-2-oxo-3-furanyl]-octanamide , C8-HSL , OHL
      147852-84-4
      CAS-Number
      C12H21NO3
      Molecular Formula
      227.3
      Molecular Weight

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

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

      Properties

      Solvents
      DMSO, dimethylformamide (approx. 30mg/ml)
      Short Term Storage
      +4°C
      Use / Stability
      Stable for at least 2 years after receipt when stored at +4°C.
      Handling Advice
      Protect from light and moisture.
      Long Term Storage
      +4°C
      Shipping
      AMBIENT
      Transportation
      Not dangerous goods
      Description
      N-Octanoyl-L-homoserine lactone (C8-HSL) is a small diffusible signaling molecule involved in quorum sensing, thereby controlling gene expression and affecting cellular metabolism. The applications of this molecule include infection prevention and regulation of virulence in general and in cystic fibrosis.
      InChi
      InChI=1S/C12H21NO3/c1-2-3-4-5-6-7-11(14)13-10-8-9-16-12(10)15/h10H,2-9H2,1H3,(H,13,14)/t10-/m0/s1
      References
      (1) J.T. Hodgkinson: Tetrahedron Lett. 52, 3291 (2011) , (2) G.D. Geske: JACS 127, 12762 (2005) , (3) A. Kuo, et al.: J. Bacteriol. 176, 7558 (1994) , (4) J.K. Lithgow, et al.: Mol. Microbiol. 37, 81 (2000) , (5) K.H. McClean, et al.: Microbiol. 143, 3703 (1997) , (6) K. Riedel, et al.: Microbiol. 147, 3249 (2001) , (7) M.K. Winson, et al.: PNAS 92, 9427 (1995)
      InChi Key
      JKEJEOJPJVRHMQ-JTQLQIEISA-N
      Smiles
      CCCCCCCC(=O)N[C@H]1CCOC1=O

      N-Octanoyl-L-homoserine lactone (C8-HSL) is a small diffusible signaling molecule involved in quorum sensing, thereby controlling gene expression and affecting cellular metabolism. The applications of this molecule include infection prevention and regulation of virulence in general and in cystic fibrosis.

      SKU: O0038 Category: Quorum Sensing
      • Additional information

      Additional information

      Synonyms

      N-[(3S)-Tetrahydro-2-oxo-3-furanyl]-octanamide, C8-HSL, OHL

      Purity

      ≥98% (NMR)

      Appearance

      White powder

      CAS-Number

      147852-84-4

      Molecular Formula

      C12H21NO3

      Molecular Weight

      227.3

      Identity

      1H-NMR

      Solvents

      DMSO, dimethylformamide (approx. 30mg/ml)

      Smiles

      CCCCCCCC(=O)N[C@H]1CCOC1=O

      InChi Key

      JKEJEOJPJVRHMQ-JTQLQIEISA-N

      Shipping

      AMBIENT

      Short Term Storage

      +4°C

      Long Term Storage

      +4°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at +4°C.

      Transportation

      Not dangerous goods

      References

      (1) J.T. Hodgkinson: Tetrahedron Lett. 52, 3291 (2011), (2) G.D. Geske: JACS 127, 12762 (2005), (3) A. Kuo, et al.: J. Bacteriol. 176, 7558 (1994), (4) J.K. Lithgow, et al.: Mol. Microbiol. 37, 81 (2000), (5) K.H. McClean, et al.: Microbiol. 143, 3703 (1997), (6) K. Riedel, et al.: Microbiol. 147, 3249 (2001), (7) M.K. Winson, et al.: PNAS 92, 9427 (1995)

      InChi

      InChI=1S/C12H21NO3/c1-2-3-4-5-6-7-11(14)13-10-8-9-16-12(10)15/h10H,2-9H2,1H3,(H,13,14)/t10-/m0/s1

      Quantity

      5 mg, 50 mg, Bulk

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