O9264

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

≥98% (TLC)

• Empirical Formula (Hill Notation): C₁₈H₃₁NO₄
• Molecular Weight: 325.44
• UNSPSC Code: 12352209
• eCl@ss: 32160406
• PubChem Substance ID: 329818937
• NACRES: NA.26
• MDL number: MFCD12912433

Properties

• Product Name: N-(3-Oxotetradecanoyl)-L-homoserine lactone,
• assay: ≥98% (TLC)
• Quality Segment: 200
• form: powder
• color: white
• application(s): cell analysis
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: CCCCCCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O
• InChI: 1S/C18H31NO4/c1-2-3-4-5-6-7-8-9-10-11-15(20)14-17(21)19-16-12-13-23-18(16)22/h16H,2-14H2,1H3,(H,19,21)/t16-/m0/s1
• InChI key: YQFJJDSGBAAUPW-INIZCTEOSA-N

Description

Application

N-(3-Oxotetradecanoyl)-L-homoserine lactone (3-Oxo-C14-HSL), a member of a family of acyl homoserine lactones, may be used to determine its mechanisms and specificity of action as a signaling molecule involved in the regulation of bacterial quorum sensing.

Biochem/physiol Actions

Acyl homoserine lactone used as an autoinducer of quorum signaling by Sinorhizobium meliloti, Yersinia enterocolitica, and other Gram-negative bacteria.

N-(3-Oxotetradecanoyl)-L-homoserine lactone (3-oxo-C14-HSL) is among a group of homoserine lactones that includes N-octanoyl-homoserine lactone (N-C8-HSL), N-(3-oxodecanoyl) homoserine-L-lactone (3-oxo-C10 HSL), N-(3-oxododecanoyl)homoserine-L-lactone (3-oxo-C12-HSL), N-(3-hydroxydecanoyl)-L-homoserine lactone, and N-(3-hydroxyoctanoyl)-L-homoserine lactone involved in the processes of bacterial quorum sensing. These homoserine lactones are used to study the processes and mechanisms of bacterial quorum sensing.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)