N-Ethanoyl-L-homoserine lactone

SKU: E0072

Category: Quorum Sensing

Synonyms: C2-HSL , N-Acetyl-L-homoserine lactone , N-[(3S)-Tetrahydro-2-oxo-3-furanyl]-acetamide; 51524-71-1
CAS-Number: C₆H₉NO₃
Molecular Formula: 143.14
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (GC)
Identity: 1H-NMR
Appearance: White powder

Properties

Solvents: ethanol, methanol, DMF, DMSO or water (poorly)

Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.
Long Term Storage: -20°C
Short Term Storage: +4°C
Shipping: AMBIENT

Transportation: Not dangerous goods
Signal word: Warning
GHS Symbol: GHS07
Precautionary statements: P280
Hazard statements: H302

Description: N-Ethanoyl-L-homoserine lactone is the shortest alkyl homologue and most polar of a family of mediators of cell to cell interactions in bacterial biofilms. Acylhomoserine lactones have been detected in hundreds of bacterial species. N-acylhomoserine lactones (AHL) are involved in quorum sensing, controlling gene expression, and cellular metabolism. N-Ethanoyl-L-homoserine lactone is not found in nature and can serve as a polar negative control for quorum sensing events.
InChi: InChI=1S/C6H9NO3/c1-4(8)7-5-2-3-10-6(5)9/h5H,2-3H2,1H3,(H,7,8)/t5-/m0/s1
References: (1) K.H. McClean, et al.: Microbiol. 143, 3703 (1997) , (2) A. Kumari, et al.: Anal. Chem. 78, 7603 (2006)
InChi Key: XGSXMDQVYYCSDA-YFKPBYRVSA-N
Smiles: O=C1[C@@H](NC(C)=O)CCO1

N-Ethanoyl-L-homoserine lactone is the shortest alkyl homologue and most polar of a family of mediators of cell to cell interactions in bacterial biofilms. Acylhomoserine lactones have been detected in hundreds of bacterial species. N-acylhomoserine lactones (AHL) are involved in quorum sensing, controlling gene expression, and cellular metabolism. N-Ethanoyl-L-homoserine lactone is not found in nature and can serve as a polar negative control for quorum sensing events.

SKU: E0072 Category: Quorum Sensing

Additional information

Additional information

Synonyms	C2-HSL, N-Acetyl-L-homoserine lactone, N-[(3S)-Tetrahydro-2-oxo-3-furanyl]-acetamide
Purity	≥98% (GC)
Appearance	White powder
CAS-Number	51524-71-1
Molecular Formula	C6H9NO3
Molecular Weight	143.14
Identity	1H-NMR
Solvents	ethanol, methanol, DMF, DMSO or water (poorly)
Smiles	O=C1[C@@H](NC(C)=O)CCO1
InChi Key	XGSXMDQVYYCSDA-YFKPBYRVSA-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.
Hazard statements	H302
Precautionary statements	P280
GHS Symbol	GHS07
Signal word	Warning
Transportation	Not dangerous goods
References	(1) K.H. McClean, et al.: Microbiol. 143, 3703 (1997), (2) A. Kumari, et al.: Anal. Chem. 78, 7603 (2006)
InChi	InChI=1S/C6H9NO3/c1-4(8)7-5-2-3-10-6(5)9/h5H,2-3H2,1H3,(H,7,8)/t5-/m0/s1
Quantity	5 mg, 25 mg, Bulk