N-(3-Hydroxytetradecanoyl)-L-homoserine lactone

SKU: H0088

Category: Quorum Sensing

Synonyms: 3OH-C14-HSL , 3-Hydroxy-N-(tetrahydro-2-oxo-3-furanyl)tetradecanamide; 364749-99-5
CAS-Number: C₁₈H₃₃NO₄
Molecular Formula: 327.46
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥96% (HPLC)
Identity: 1H-NMR
Appearance: White to off-white powder

Properties

Solvents: DMF, acetonitrile.

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

Transportation: Excepted Quantities
RIDADR: UN2811 6.1
Signal word: Danger
GHS Symbol: GHS06
Precautionary statements: P301 + P310
Hazard statements: H301

Description: N-(3-Hydroxytetradecanoyl)-L-homoserine lactone is a small diffusible signaling molecule and is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) are involved in quorum sensing, controlling gene expression, and cellular metabolism. The diverse applications of this kind of molecule include regulation of virulence in general, infection prevention, and formation of biofilms.
InChi: InChI=1S/C18H33NO4/c1-2-3-4-5-6-7-8-9-10-11-15(20)14-17(21)19-16-12-13-23-18(16)22/h15-16,20H,2-14H2,1H3,(H,19,21)
References: (1) J. Liu, et al., Front. Microbiol. 8, 1097 (2017) , (2) B.L. Mellbye, et al., Appl. Environ. Microbiol. 83, e01540-17 (2017) , (3) T. Morohoshi, et al., Biosci. Biotech. Biochem. (Epub ahead of print) (2018)
InChi Key: IKQUESGRCDRZTI-OEMAIJDKSA-N
Smiles: O=C1OCC[C@H]1NC(CC(O)CCCCCCCCCCC)=O

N-(3-Hydroxytetradecanoyl)-L-homoserine lactone is a small diffusible signaling molecule and is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) are involved in quorum sensing, controlling gene expression, and cellular metabolism. The diverse applications of this kind of molecule include regulation of virulence in general, infection prevention, and formation of biofilms.

SKU: H0088 Category: Quorum Sensing

Additional information

Additional information

Synonyms	3OH-C14-HSL, 3-Hydroxy-N-(tetrahydro-2-oxo-3-furanyl)tetradecanamide
Purity	≥96% (HPLC)
Appearance	White to off-white powder
CAS-Number	364749-99-5
Molecular Formula	C18H33NO4
Molecular Weight	327.46
Identity	1H-NMR
Solvents	DMF, acetonitrile.
Smiles	O=C1OCC[C@H]1NC(CC(O)CCCCCCCCCCC)=O
InChi Key	IKQUESGRCDRZTI-OEMAIJDKSA-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	H301
Precautionary statements	P301 + P310
GHS Symbol	GHS06
Signal word	Danger
RIDADR	UN2811 6.1
Transportation	Excepted Quantities
References	(1) J. Liu, et al., Front. Microbiol. 8, 1097 (2017), (2) B.L. Mellbye, et al., Appl. Environ. Microbiol. 83, e01540-17 (2017), (3) T. Morohoshi, et al., Biosci. Biotech. Biochem. (Epub ahead of print) (2018)
InChi	InChI=1S/C18H33NO4/c1-2-3-4-5-6-7-8-9-10-11-15(20)14-17(21)19-16-12-13-23-18(16)22/h15-16,20H,2-14H2,1H3,(H,19,21)
Quantity	20 mg, 250 mg, Bulk