N-Octanoyl-L-homoserine lactone

SKU: O0038

Category: Quorum Sensing

Synonyms: N-[(3S)-Tetrahydro-2-oxo-3-furanyl]-octanamide , C8-HSL , OHL; 147852-84-4
CAS-Number: C₁₂H₂₁NO₃
Molecular Formula: 227.3
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

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

Properties

Solvents: DMSO, dimethylformamide (approx. 30mg/ml)

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

Transportation: Not dangerous goods

Description: N-Octanoyl-L-homoserine lactone (C8-HSL) is a small diffusible signaling molecule involved in quorum sensing, thereby controlling gene expression and affecting cellular metabolism. The applications of this molecule include infection prevention and regulation of virulence in general and in cystic fibrosis.
InChi: InChI=1S/C12H21NO3/c1-2-3-4-5-6-7-11(14)13-10-8-9-16-12(10)15/h10H,2-9H2,1H3,(H,13,14)/t10-/m0/s1
References: (1) J.T. Hodgkinson: Tetrahedron Lett. 52, 3291 (2011) , (2) G.D. Geske: JACS 127, 12762 (2005) , (3) A. Kuo, et al.: J. Bacteriol. 176, 7558 (1994) , (4) J.K. Lithgow, et al.: Mol. Microbiol. 37, 81 (2000) , (5) K.H. McClean, et al.: Microbiol. 143, 3703 (1997) , (6) K. Riedel, et al.: Microbiol. 147, 3249 (2001) , (7) M.K. Winson, et al.: PNAS 92, 9427 (1995)
InChi Key: JKEJEOJPJVRHMQ-JTQLQIEISA-N
Smiles: CCCCCCCC(=O)N[C@H]1CCOC1=O

N-Octanoyl-L-homoserine lactone (C8-HSL) is a small diffusible signaling molecule involved in quorum sensing, thereby controlling gene expression and affecting cellular metabolism. The applications of this molecule include infection prevention and regulation of virulence in general and in cystic fibrosis.

SKU: O0038 Category: Quorum Sensing

Additional information

Additional information

Synonyms	N-[(3S)-Tetrahydro-2-oxo-3-furanyl]-octanamide, C8-HSL, OHL
Purity	≥98% (NMR)
Appearance	White powder
CAS-Number	147852-84-4
Molecular Formula	C12H21NO3
Molecular Weight	227.3
Identity	1H-NMR
Solvents	DMSO, dimethylformamide (approx. 30mg/ml)
Smiles	CCCCCCCC(=O)N[C@H]1CCOC1=O
InChi Key	JKEJEOJPJVRHMQ-JTQLQIEISA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	+4°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Transportation	Not dangerous goods
References	(1) J.T. Hodgkinson: Tetrahedron Lett. 52, 3291 (2011), (2) G.D. Geske: JACS 127, 12762 (2005), (3) A. Kuo, et al.: J. Bacteriol. 176, 7558 (1994), (4) J.K. Lithgow, et al.: Mol. Microbiol. 37, 81 (2000), (5) K.H. McClean, et al.: Microbiol. 143, 3703 (1997), (6) K. Riedel, et al.: Microbiol. 147, 3249 (2001), (7) M.K. Winson, et al.: PNAS 92, 9427 (1995)
InChi	InChI=1S/C12H21NO3/c1-2-3-4-5-6-7-11(14)13-10-8-9-16-12(10)15/h10H,2-9H2,1H3,(H,13,14)/t10-/m0/s1
Quantity	5 mg, 50 mg, Bulk