Specifications
- Purity
- ≥95% (NMR)
- Identity
- 1H-NMR
- Appearance
- Viscous oil
Properties
- Density
- 0.94 g/ml
- Solvents
- DMSO, chloroform
Available from stock
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
- 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 ?.
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 |
