| Identification | Back Directory | [Name]
N-(3-Oxohexadecanoyl)-L-homoserine lactone | [CAS]
925448-37-9 | [Synonyms]
N-(3-Oxohexadecanoyl)-L-homoserine lactone | [Molecular Formula]
C20H35NO4 | [MDL Number]
MFCD31010424 | [MOL File]
925448-37-9.mol | [Molecular Weight]
353.5 |
| Chemical Properties | Back Directory | [Boiling point ]
556.1±50.0 °C(Predicted) | [density ]
1.02±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: 20 mg/ml; DMSO: 20 mg/ml | [form ]
A solid | [pka]
11.21±0.46(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Description]
N-3-oxo-hexadecanoyl-L-Homoserine lactone is an unusual, substituted, long-chain N-acyl-homoserine lactone (AHL) produced by some bacteria, including strains of Agrobacterium vitis and Pseudomonas.1,2 Like other AHLs, this C16-containing form is thought to be involved in quorum sensing. Substituted, long-chain AHLs, including N-3-oxo-tetradecanoyl-L-homoserine lactone , prime for systemic acquired resistance to pathogen attack in plants.3 | [Uses]
N-3-Oxo-hexadecanoyl-L-Homoserine lactone is a signaling molecule to coordinate group behaviors at high densities in many bacteria. N-3-Oxo-hexadecanoyl-L-Homoserine lactone adsorbs to and promotes the remodeling of lipid membranes in ways that could underpin cell-cell or host-cell interactions[1]. | [storage]
Store at -20°C | [References]
1. Chang, C.-Y., Koh, C.-L., Sam, C.-K., et al. Unusual long-chain N-acyl homoserine lactone production by and presence of quorum quenching activity in bacterial isolates from diseased tilapia fish PLoS One 7(8),e44034(2012).
2. Savka, M.A., Le, P.T., and Burr, T.J. LasR receptor for detection of long-chain quorum-sensing signals: identification of N-acyl-homoserine lactones encoded by the avsI locus of Agrobacterium vitis Curr. Microbiol. 62(1),101-110(2011).
3. Schenk, S.T., and Schikora, A. AHL-priming functions via oxylipin and salicylic acid Front. Plant Sci. 14(5),784(2015). |
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