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N-Dodecanoyl-L-homoserine lactone

SIGMA/68224 - ≥96% (HPLC)

Synonym: N-Lauroyl-L-homoserine lactone; N-[(3S)-Tetrahydro-2-oxo-3-furanyl]dodecanamide; C12-HSL

CAS Number: 137173-46-7
Empirical Formula (Hill Notation): C16H29NO3
Molecular Weight: 283.41
MDL Number: MFCD11976890
Linear Formula: C16H29NO3
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-68224-10MG 10 mg
 $257.00
1/EA		 Add To Favorites
45-68224-50MG 50 mg
 $903.00
1/EA		 Add To Favorites

 

assay ≥96% (HPLC)
color white to off-white
form powder or crystals
InChI 1S/C16H29NO3/c1-2-3-4-5-6-7-8-9-10-11-15(18)17-14-12-13-20-16(14)19/h14H,2-13H2,1H3,(H,17,18)/t14-/m0/s1
InChI key WILLZMOKUUPJSL-AWEZNQCLSA-N
optical activity [α]/D -25±5°, c = 0.2 in methanol
Quality Level 100 
SMILES string O=C1OCC[C@@H]1NC(CCCCCCCCCCC)=O
storage temp. −20°C
suitability conforms to structure for Proton NMR spectrum
technique(s) mass spectrometry (MS): suitable
Biochem/physiol Actions: N-Dodecanoyl-L-homoserine lactone is a member of N-acyl-homoserine lactone family. N-Acylhomoserine lactones (AHL) regulate gene expression in gram-negative bacteria, such as Echerichia and Salmonella, and are involved in quorum sensing, cell to cell communication among bacteria; for reviews see. Bacterial intercellular communication has become a target for the development of new anti-virulence drugs, and a research focus for the prevention of biofilm formation.
Biochem/physiol Actions: Quorum-sensing signal generation
Hazard statements H413
Risk Statements 53
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥96% (HPLC)
Storage Temp. −20°C
UNSPSC 12352211

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