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    trans-11-methyl-2-dodecenoic acid

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      trans-11-methyl-2-dodecenoic acid

      SKU
      D0791

      Category: Quorum Sensing

      Synonyms
      trans-DSF , trans-δ2-11-methyl-dodecenoic , 11-Methyl-2-trans-Dodecenoic acid , 11-methyl-2E-dodecenoic acid
      677354-24-4
      CAS-Number
      C13H24O2
      Molecular Formula
      212.3
      Molecular Weight

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

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥98%
      Appearance
      Off-white crystalline powder
      Identity
      1H-NMR

      Properties

      Solvents
      ethanol (30 mg/ml), DMSO, DMF
      Shipping
      AMBIENT
      Short Term Storage
      -20°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
      trans-δ2-11-methyl-Dodecenoic acid is the conformational isomer of cis-δ2-11-methyl-dodecenoic acid, a diffusible signal factor (DSF) in extracellular microbial and fungal communication systems. Both prokaryotes and eukaryotes depend on small signalling molecules for cell-cell communication. In a DSF bioassay, the minimum concentration of cis-δ2-11-methyl-dodecenoic acid required for induction of a DSF biosensor was about 0.5 µM, which is 200-fold lower than that of trans-δ2-11-methyl-dodecenoic acid and 20,000-fold lower than that of the corresponding saturated fatty acid (11-methyl-dodecanoic acid).
      Smiles
      CC(C)CCCCCCC/C=C/C(O)=O
      InChi Key
      SNTXNGAQYNSTHI-PKNBQFBNSA-N
      References
      (1) L.H. Wang, et al., Mol. Microbiol. 51, 903 (2004) , (2) K.B. Twomey, et al., ISME J. 6, 939 (2012)
      InChi
      InChI=1S/C13H24O2/c1-12(2)10-8-6-4-3-5-7-9-11-13(14)15/h9,11-12H,3-8,10H2,1-2H3,(H,14,15)/b11-9+

      trans-δ2-11-methyl-Dodecenoic acid is the conformational isomer of cis-δ2-11-methyl-dodecenoic acid, a diffusible signal factor (DSF) in extracellular microbial and fungal communication systems. Both prokaryotes and eukaryotes depend on small signalling molecules for cell-cell communication. In a DSF bioassay, the minimum concentration of cis-δ2-11-methyl-dodecenoic acid required for induction of a DSF biosensor was about 0.5 µM, which is 200-fold lower than that of trans-δ2-11-methyl-dodecenoic acid and 20,000-fold lower than that of the corresponding saturated fatty acid (11-methyl-dodecanoic acid).

      SKU: D0791 Category: Quorum Sensing
      • Additional information

      Additional information

      Synonyms

      trans-DSF, trans-δ2-11-methyl-dodecenoic, 11-Methyl-2-trans-Dodecenoic acid, 11-methyl-2E-dodecenoic acid

      Purity

      ≥98%

      Appearance

      Off-white crystalline powder

      CAS-Number

      677354-24-4

      Molecular Formula

      C13H24O2

      Molecular Weight

      212.3

      Identity

      1H-NMR

      Solvents

      ethanol (30 mg/ml), DMSO, DMF

      Smiles

      CC(C)CCCCCCC/C=C/C(O)=O

      InChi Key

      SNTXNGAQYNSTHI-PKNBQFBNSA-N

      Shipping

      AMBIENT

      Short Term Storage

      -20°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) L.H. Wang, et al., Mol. Microbiol. 51, 903 (2004), (2) K.B. Twomey, et al., ISME J. 6, 939 (2012)

      InChi

      InChI=1S/C13H24O2/c1-12(2)10-8-6-4-3-5-7-9-11-13(14)15/h9,11-12H,3-8,10H2,1-2H3,(H,14,15)/b11-9+

      Quantity

      5 mg, 25 mg, Bulk

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