N-(3-Oxohexadecanoyl)-DL-homoserine lactone

SKU: O0056

Category: Quorum Sensing

Synonyms: 3-oxo-C16-HSL , 3OC16-HSL , 3-oxo-N-(Tetrahydro-2-oxo-3-furanyl)-hexadecanamide; 1071479-82-7
CAS-Number: C₂₀H₃₅NO₄
Molecular Formula: 353.5
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥97% (GC)
Identity: 1H-NMR
Appearance: White solid

Properties

Solvents: chloroform

Short Term Storage: +4°C
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
Shipping: AMBIENT

Transportation: Not dangerous goods

Description: N-(3-Oxohexadecanoyl)-DL-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/C20H35NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(22)16-19(23)21-18-14-15-25-20(18)24/h18H,2-16H2,1H3,(H,21,23)
References: (1) K.H. McClean, et al.: Microbiol. 143, 3703 (1997) , (2) T.R. Cataldi, et al.: J. Mass Spectr. 43, 82 (2008) , (3) M.A. Savka, et al.: Curr. Microbiol. 62, 101 (2011) , (4) C.-Y. Chang, et al.: PLoS One 7, e44034 (2012)
InChi Key: YZBAMTUXUHIYCQ-UHFFFAOYSA-N
Smiles: CCCCCCCCCCCCCC(=O)CC(=O)NC1CCOC1=O

N-(3-Oxohexadecanoyl)-DL-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: O0056 Category: Quorum Sensing

Additional information

Additional information

Synonyms	3-oxo-C16-HSL, 3OC16-HSL, 3-oxo-N-(Tetrahydro-2-oxo-3-furanyl)-hexadecanamide
Purity	≥97% (GC)
Appearance	White solid
CAS-Number	1071479-82-7
Molecular Formula	C20H35NO4
Molecular Weight	353.5
Identity	1H-NMR
Solvents	chloroform
Smiles	CCCCCCCCCCCCCC(=O)CC(=O)NC1CCOC1=O
InChi Key	YZBAMTUXUHIYCQ-UHFFFAOYSA-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.
Transportation	Not dangerous goods
References	(1) K.H. McClean, et al.: Microbiol. 143, 3703 (1997), (2) T.R. Cataldi, et al.: J. Mass Spectr. 43, 82 (2008), (3) M.A. Savka, et al.: Curr. Microbiol. 62, 101 (2011), (4) C.-Y. Chang, et al.: PLoS One 7, e44034 (2012)
InChi	InChI=1S/C20H35NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(22)16-19(23)21-18-14-15-25-20(18)24/h18H,2-16H2,1H3,(H,21,23)
Quantity	10 mg, 100 mg, Bulk