| Identification | Back Directory | [Name]
N-3-oxo-pentanoyl-L-Homoserine lactone | [CAS]
148433-21-0 | [Synonyms]
3-oxo-C5-HSL
N-3-oxo-pentanoyl-L-Homoserine lactone | [Molecular Formula]
C9H13NO4 | [MOL File]
148433-21-0.mol | [Molecular Weight]
199.2 |
| Chemical Properties | Back Directory | [Boiling point ]
483.2±45.0 °C(Predicted) | [density ]
1.20±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: 20 mg/ml,DMSO: 20 mg/ml,Ethanol: 10 mg/ml | [form ]
A crystalline solid | [pka]
11.12±0.46(Predicted) |
| Hazard Information | Back Directory | [Uses]
N-(3-Oxopentanoyl)-L-homoserine lactone is an autoinducer, a kind of chemical signal molecule which passively diffuses across the bacterial envelope and accumulates intracellularly at high bacterial densities. It may bind to a protein related to the LuxR protein of V. fischeri and causes cell density-dependent gene expression. N-(3-Oxopentanoyl)-L-homoserine can be used for research of quorum sensing[1]. | [Biological Activity]
N-3-oxo-pentanoyl-L-Homoserine lactone is a chain-shortened derivative of the bacterial quorum sensing signaling molecule N-3-oxo-octanoyl-L-homoserine lactone .1 It inhibits binding of the autoinducer N-3-oxo-hexanoyl homoserine lactone to E. coli containing the transcription factor LuxR when used at a concentration of 230 nM.2 It acts as an autoinducer to activate the V. fischeri luminescence system in E. coli when used at concentrations ranging from 20 to 200 nM. | [storage]
Store at -20°C | [References]
1.Chhabra, S.R., Stead, P., Bainton, N.J., et al.Autoregulation of carbapenem biosynthesis in Erwinia carotovora by analogues of N-(3-oxohexanoyl)-L-homoserine lactoneJ. Antibiot. (Tokyo)46(3)441-454(1993)
2.Schaefer, A.L., Hanzelka, B.L., Eberhard, A., et al.Quorum sensing in Vibrio fischeri: Probing autoinducer-LuxR interactions with autoinducer analogsJ. Bacteriol.178(10)2897-2901(1996)
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