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

    Available from stock

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

      SKU
      O0061

      Category: Quorum Sensing

      Synonyms
      3-oxo-C16-HSL , 3OC16-HSL , 3-oxo-N-[(3S)-Tetrahydro-2-oxo-3-furanyl]-hexadecanamide
      925448-37-9
      CAS-Number
      C20H35NO4
      Molecular Formula
      353.5
      Molecular Weight

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

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥97% (GC)
      Appearance
      White solid
      Identity
      1H-NMR

      Properties

      Solvents
      chloroform

      Documentation

      Safety Data Sheet (SDS)
      CDX O0061 MSDS.pdf
      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.
      Transportation
      Not dangerous goods
      Description
      N-(3-Oxohexadecanoyl)-L-homoserine lactone is a small diffusible signaling molecule and is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) are involved in quorum sensing, controlling gene expression, and cellular metabolism. The diverse applications of this kind of molecule include regulation of virulence in general, infection prevention, and formation of biofilms.
      Smiles
      [H][C@@]1(CCOC1=O)NC(=O)CC(=O)CCCCCCCCCCCCC
      InChi Key
      YZBAMTUXUHIYCQ-SFHVURJKSA-N
      References
      (1) K.H. McClean, et al.: Microbiol. 143, 3703 (1997) , (2) F.W. Bartels, et al.: Biphys. J. 92, 4391 (2007) , (3) T.R. Cataldi, et al.: J. Mass Spectr. 43, 82 (2008) , (4) M.A. Savka, et al.: Curr. Microbiol. 62, 101 (2011) , (5) C.-Y. Chang, et al.: PLoS One 7, e44034 (2012) , (6) A. Wang, et al.: Int. Lett. Chem. Phys. Astron. 13, 62 (2014)
      InChi
      InChI=1S/C20H35NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(22)16-19(23)21-18-14-15-25-20(18)24/h18H,2-16H2,1H3,(H,21,23)/t18-/m0/s1

      N-(3-Oxohexadecanoyl)-L-homoserine lactone is a small diffusible signaling molecule and is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) are involved in quorum sensing, controlling gene expression, and cellular metabolism. The diverse applications of this kind of molecule include regulation of virulence in general, infection prevention, and formation of biofilms.

      SKU: O0061 Category: Quorum Sensing
      • Additional information

      Additional information

      Synonyms

      3-oxo-C16-HSL, 3OC16-HSL, 3-oxo-N-[(3S)-Tetrahydro-2-oxo-3-furanyl]-hexadecanamide

      Purity

      ≥97% (GC)

      Appearance

      White solid

      CAS-Number

      925448-37-9

      Molecular Formula

      C20H35NO4

      Molecular Weight

      353.5

      Identity

      1H-NMR

      Solvents

      chloroform

      Smiles

      [H][C@@]1(CCOC1=O)NC(=O)CC(=O)CCCCCCCCCCCCC

      InChi Key

      YZBAMTUXUHIYCQ-SFHVURJKSA-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.

      Transportation

      Not dangerous goods

      References

      (1) K.H. McClean, et al.: Microbiol. 143, 3703 (1997), (2) F.W. Bartels, et al.: Biphys. J. 92, 4391 (2007), (3) T.R. Cataldi, et al.: J. Mass Spectr. 43, 82 (2008), (4) M.A. Savka, et al.: Curr. Microbiol. 62, 101 (2011), (5) C.-Y. Chang, et al.: PLoS One 7, e44034 (2012), (6) A. Wang, et al.: Int. Lett. Chem. Phys. Astron. 13, 62 (2014)

      InChi

      InChI=1S/C20H35NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(22)16-19(23)21-18-14-15-25-20(18)24/h18H,2-16H2,1H3,(H,21,23)/t18-/m0/s1

      Quantity

      10 mg, 50 mg, Bulk

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