Available from stock

N-Hexanoyl-L-homoserine lactone

SKU: H0111

Category: Quorum Sensing

Synonyms: N-[(3S)-Tetrahydro-2-oxo-3-furanyl]-hexanamide , C6-HSL; 147852-83-3
CAS-Number: C₁₀H₁₇NO₃
Molecular Formula: 199.3
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

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

Properties

Solvents: DMSO, dimethylformamide (approx. 30mg/ml)
Melting Point: 132-134 °C

Documentation

Safety Data Sheet (SDS): CDX H0111 MSDS.pdf

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

Description: N-Hexanoyl-L-homoserine lactone is a small diffusible signaling molecule involved in quorum sensing, controlling gene expression and affecting cellular metabolism. The diverse applications of this molecule include regulation of virulence in general and in cystic fibrosis, infection prevention, slime and biofilm reduction in commercial agriculture and aquaculture industries, food spoilage prevention and septicemia in fish.
Smiles: CCCCCC(=O)N[C@H]1CCOC1=O
InChi Key: ZJFKKPDLNLCPNP-QMMMGPOBSA-N
References: (1) T.A. Gould, et al.: J. Bacteriol. 188, 773 (2006) , (2) T. Morohoshi, et al.: J. Biosci. Bioeng. 98, 274 (2004) , (3) R.L. Ulrich, et al.: J. Bacteriol. 186, 4350 (2004) , (4) L. Wang, et al.: J. Biol. Chem. 279, 13645 (2004) , (5) E.A. Yates, et al.: Infect. Immun. 70, 5635 (2002) , (6) Z. Luo & S.K. Farrand: J. Bacteriol. 186, 5665 (2003) , (7) A.B. Christensen, et al.: Microbiol. 149, 471 (2003) , (8) C.E. Chambers, et al.: FEMS Microbiol. Lett. 244, 297 (2005) , (9) D.G. Geske: JACS 127, 12762 (2005) , (10) J.T. Hodgkinson: Tetrahedron Lett. 52, 3291 (2011) , (11) H. Huvenne: J. Chromatogr. B: Anal. Tech. Biomed. Life Sci. 872, 83 (2008)
InChi: InChI=1S/C10H17NO3/c1-2-3-4-5-9(12)11-8-6-7-14-10(8)13/h8H,2-7H2,1H3,(H,11,12)/t8-/m0/s1

N-Hexanoyl-L-homoserine lactone is a small diffusible signaling molecule involved in quorum sensing, controlling gene expression and affecting cellular metabolism. The diverse applications of this molecule include regulation of virulence in general and in cystic fibrosis, infection prevention, slime and biofilm reduction in commercial agriculture and aquaculture industries, food spoilage prevention and septicemia in fish.

SKU: H0111 Category: Quorum Sensing

Additional information

Additional information

Synonyms	N-[(3S)-Tetrahydro-2-oxo-3-furanyl]-hexanamide, C6-HSL
Purity	≥98% (NMR)
Appearance	White powder
CAS-Number	147852-83-3
Molecular Formula	C10H17NO3
Molecular Weight	199.3
Identity	1H-NMR
Solvents	DMSO, dimethylformamide (approx. 30mg/ml)
Melting Point	132-134 °C
Smiles	CCCCCC(=O)N[C@H]1CCOC1=O
InChi Key	ZJFKKPDLNLCPNP-QMMMGPOBSA-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) T.A. Gould, et al.: J. Bacteriol. 188, 773 (2006), (2) T. Morohoshi, et al.: J. Biosci. Bioeng. 98, 274 (2004), (3) R.L. Ulrich, et al.: J. Bacteriol. 186, 4350 (2004), (4) L. Wang, et al.: J. Biol. Chem. 279, 13645 (2004), (5) E.A. Yates, et al.: Infect. Immun. 70, 5635 (2002), (6) Z. Luo & S.K. Farrand: J. Bacteriol. 186, 5665 (2003), (7) A.B. Christensen, et al.: Microbiol. 149, 471 (2003), (8) C.E. Chambers, et al.: FEMS Microbiol. Lett. 244, 297 (2005), (9) D.G. Geske: JACS 127, 12762 (2005), (10) J.T. Hodgkinson: Tetrahedron Lett. 52, 3291 (2011), (11) H. Huvenne: J. Chromatogr. B: Anal. Tech. Biomed. Life Sci. 872, 83 (2008)
InChi	InChI=1S/C10H17NO3/c1-2-3-4-5-9(12)11-8-6-7-14-10(8)13/h8H,2-7H2,1H3,(H,11,12)/t8-/m0/s1
Quantity	10 mg, 50 mg, Bulk