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

Product Data
Handling
Safety Information
Details

Specifications

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

Properties

Solvents: ethanol (30 mg/ml), DMSO, DMF

Short Term Storage: -20°C
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
Shipping: AMBIENT

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).
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+
References: (1) L.H. Wang, et al., Mol. Microbiol. 51, 903 (2004) , (2) K.B. Twomey, et al., ISME J. 6, 939 (2012)
InChi Key: SNTXNGAQYNSTHI-PKNBQFBNSA-N
Smiles: CC(C)CCCCCCC/C=C/C(O)=O

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