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    trans-2-Decenoic acid

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      trans-2-Decenoic acid

      SKU
      D0300

      Category: Metabolites

      Synonyms
      trans-2-Decylenic Acid , trans-2-Decylenic Acid , Streptococcus Diffusible Signal Factor , SDSF
      334-49-6
      CAS-Number
      C10H18O2
      Molecular Formula
      170.25
      Molecular Weight

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥95% (NMR)
      Identity
      1H-NMR
      Appearance
      Viscous oil

      Properties

      Density
      0.94 g/ml
      Solvents
      DMSO, chloroform
      Shipping
      AMBIENT
      Use / Stability
      Stable for at least 2 years after receipt when stored at -20°C.
      Handling Advice
      Protect from light and moisture.
      Long Term Storage
      -20°C
      Short Term Storage
      +4°C
      Description
      trans-2-Decenoic acid is an unsaturated short chain fatty acid that is secreted by S. mutans. It is a novel interkingdom-signaling molecule (from a Gram-positive organism) that inhibits hyphal formation of the dimorphic fungus C. albicans by blocking the yeast-to-hyphal morphological transition. It might play a critical role in regulating the disintegration of aerobic granules. As in other parts of the body, Streptococci and Candida coexist in the mouth and compete for the same substrate. In a mixed species environment such as the oral cavity the quantitative and qualitative nature of the bacteria modulates the biofilm formation of C. albicans. trans-2-Decenoic acid is structurally similar to undecylenic acid, the active ingredient of Desenex, a widely used antifungal agent. In addition, trans-2-Decenoic acid inhibited the luciferase reporter activity and therefore the bioluminescence of the Gram-negative marine bacteria Vibrio harveyi. trans-2-Decenoic acid is found in royal jelly produced from the hypopharyngeal and mandibular gland secretions of honeybees. Demonstrates weak estrogenic activity, inhibiting binding of 17?-estradiol to estrogen receptor ?.
      References
      (1) K.M. Suzuki, et al., Evid. Based Complement. Alternat. Med. 5, 295 (2008) , (2) D.G. Davies & C.N.H. Marques, J. Bateriol. 191, 1393 (2009) , (3) R. Vilchez, et al., ChemBioChem 11, 1552 (2010) , (4) P.-J. Cai, et al., Biores. Technol. 182, 823 (2013)
      InChi Key
      WXBXVVIUZANZAU-CMDGGOBGSA-N
      Smiles
      CCCCCCC/C=C/C(O)=O

      trans-2-Decenoic acid is an unsaturated short chain fatty acid that is secreted by S. mutans. It is a novel interkingdom-signaling molecule (from a Gram-positive organism) that inhibits hyphal formation of the dimorphic fungus C. albicans by blocking the yeast-to-hyphal morphological transition. It might play a critical role in regulating the disintegration of aerobic granules. As in other parts of the body, Streptococci and Candida coexist in the mouth and compete for the same substrate. In a mixed species environment such as the oral cavity the quantitative and qualitative nature of the bacteria modulates the biofilm formation of C. albicans. trans-2-Decenoic acid is structurally similar to undecylenic acid, the active ingredient of Desenex, a widely used antifungal agent. In addition, trans-2-Decenoic acid inhibited the luciferase reporter activity and therefore the bioluminescence of the Gram-negative marine bacteria Vibrio harveyi. trans-2-Decenoic acid is found in royal jelly produced from the hypopharyngeal and mandibular gland secretions of honeybees. Demonstrates weak estrogenic activity, inhibiting binding of 17?-estradiol to estrogen receptor ?.

      SKU: D0300 Category: Metabolites
      • Additional information

      Additional information

      Synonyms

      trans-2-Decylenic Acid, trans-2-Decylenic Acid, Streptococcus Diffusible Signal Factor, SDSF

      Purity

      ≥95% (NMR)

      Appearance

      Viscous oil

      CAS-Number

      334-49-6

      Molecular Formula

      C10H18O2

      Molecular Weight

      170.25

      Identity

      1H-NMR

      Solvents

      DMSO, chloroform

      Density

      0.94 g/ml

      Smiles

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

      InChi Key

      WXBXVVIUZANZAU-CMDGGOBGSA-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.

      References

      (1) K.M. Suzuki, et al., Evid. Based Complement. Alternat. Med. 5, 295 (2008), (2) D.G. Davies & C.N.H. Marques, J. Bateriol. 191, 1393 (2009), (3) R. Vilchez, et al., ChemBioChem 11, 1552 (2010), (4) P.-J. Cai, et al., Biores. Technol. 182, 823 (2013)

      Quantity

      100 mg, 1 g, Bulk

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