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

    Available from stock

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

      SKU
      H0086

      Category: Quorum Sensing

      Synonyms
      OH-C10-HSL , 3-Hydroxy-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-decanamide
      192883-12-8
      CAS-Number
      C14H25NO4
      Molecular Formula
      271.3558
      Molecular Weight

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

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥97% (NMR)
      Appearance
      White to off-white powder
      Identity
      1H-NMR

      Properties

      Solvents
      DMSO (20mg/ml), DMF (20mg/ml), acetonitrile
      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-hydroxydecanoyl-L-homoserine lactone is a small diffusible signaling molecule secreted by various bacteria and involved in quorum sensing, thereby controlling gene expression and affecting cellular metabolism. This lactone is produced via lactonolysis from 3-oxodecanoyl-homoserine lactone, altering quorum sensing or contributing to quorum quenching. The applications of this molecule include regulation of virulence and exoproteases.
      Smiles
      O=C1[C@@H](NC(CC(O)CCCCCCC)=O)CCO1
      References
      (1) P. Lumjiaktase, et al., Microbiol. 152, 3651 (2006) , (2) A. Fekete, et al., Anal. Bioanal. Chem. 387, 455 (2007) , (3) X. Chen, et al., Anal. Bioanal. Chem. 398, 2655 (2010) , (4) K.G. Chan, et al., BMC Microbiol. 11, 1 (2011) , (5) C.W. Ha, et al.: Mol. Cells 33, 53 (2012)
      InChi
      InChI=1S/C14H25NO4/c1-2-3-4-5-6-7-11(16)10-13(17)15-12-8-9-19-14(12)18/h11-12,16H,2-10H2,1H3,(H,15,17)/t11?,12-/m0/s1

      N-3-hydroxydecanoyl-L-homoserine lactone is a small diffusible signaling molecule secreted by various bacteria and involved in quorum sensing, thereby controlling gene expression and affecting cellular metabolism. This lactone is produced via lactonolysis from 3-oxodecanoyl-homoserine lactone, altering quorum sensing or contributing to quorum quenching. The applications of this molecule include regulation of virulence and exoproteases.

      SKU: H0086 Category: Quorum Sensing
      • Additional information

      Additional information

      Synonyms

      OH-C10-HSL, 3-Hydroxy-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-decanamide

      Purity

      ≥97% (NMR)

      Appearance

      White to off-white powder

      CAS-Number

      192883-12-8

      Molecular Formula

      C14H25NO4

      Molecular Weight

      271.3558

      Identity

      1H-NMR

      Solvents

      DMSO (20mg/ml), DMF (20mg/ml), acetonitrile

      Smiles

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

      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) P. Lumjiaktase, et al., Microbiol. 152, 3651 (2006), (2) A. Fekete, et al., Anal. Bioanal. Chem. 387, 455 (2007), (3) X. Chen, et al., Anal. Bioanal. Chem. 398, 2655 (2010), (4) K.G. Chan, et al., BMC Microbiol. 11, 1 (2011), (5) C.W. Ha, et al.: Mol. Cells 33, 53 (2012)

      InChi

      InChI=1S/C14H25NO4/c1-2-3-4-5-6-7-11(16)10-13(17)15-12-8-9-19-14(12)18/h11-12,16H,2-10H2,1H3,(H,15,17)/t11?,12-/m0/s1

      Quantity

      5 mg, 25 mg, Bulk

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