O9139

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

≥98% (TLC)

• Synonym(s): 3-Oxo-C₁₂-HSL
• Empirical Formula (Hill Notation): C₁₆H₂₇NO₄
• CAS Number: 168982-69-2
• Molecular Weight: 297.39
• MDL number: MFCD08275140
• UNSPSC Code: 12352209
• eCl@ss: 32160406
• PubChem Substance ID: 329818935
• NACRES: NA.26

Properties

• product name: N-(3-Oxododecanoyl)-L-homoserine lactone, quorum sensing signaling molecule
• Assay: ≥98% (TLC)
• form: powder
• color: white
• application(s): cell analysis
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: CCCCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O
• InChI: 1S/C16H27NO4/c1-2-3-4-5-6-7-8-9-13(18)12-15(19)17-14-10-11-21-16(14)20/h14H,2-12H2,1H3,(H,17,19)/t14-/m0/s1
• InChI key: PHSRRHGYXQCRPU-AWEZNQCLSA-N

Description

Application

N-(3-Oxododecanoyl)-L-homoserine lactone (3-Oxo-C12-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

N-(3-oxododecanoyl)homoserine-L-lactone (3-oxo-C12-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-Oxotetradecanoyl)-L-homoserine lactone (3-oxo-C14-HSL, N-(3-hydroxydecanoyl)-L-homoserine lactone, and N-(3-hydroxyoctanoyl)-L-homoserine lactone involved in the processes of bacterial quorum sensing. These N-acyl-homoserine lactones are used to study the processes and mechanisms of bacterial quorum sensing.

Acyl homoserine lactone that is an autoinducer of quorum sensing by Pseudomonas aeruginosa. Degraded by paraoxonase (PON) family members.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves