07077

N-(p-Coumaroyl)-L-homoserine lactone

≥94% (HPLC)

• Synonym(s): p-Coumaroyl (S)-(−)α-amino-γ-butyrolactone, pC-HSL
• Empirical Formula (Hill Notation): C₁₃H₁₃NO₄
• Molecular Weight: 247.25
• UNSPSC Code: 12352209
• PubChem Substance ID: 329748342
• NACRES: NA.25
• MDL number: MFCD12912377

Properties

• Quality Segment: 100
• assay: ≥94% (HPLC)
• form: powder
• optical activity: [α]/D -23.0±3.0°, c = 1% in ethanol
• color: white to off-white
• mp: 201.2 °C
• application(s): cell analysis
• storage temp.: 2-8°C
• SMILES string: Oc1ccc(\C=C\C(=O)N[C@H]2CCOC2=O)cc1
• InChI: 1S/C13H13NO4/c15-10-4-1-9(2-5-10)3-6-12(16)14-11-7-8-18-13(11)17/h1-6,11,15H,7-8H2,(H,14,16)/b6-3+/t11-/m0/s1
• InChI key: CCIXZFJYFQJTGK-GQOHGMTASA-N

Description

Application

N-(p-Coumaroyl)-L-homoserine lactone, or pC-HSL, can be used to study microbiology, quorum sensing and signaling compounds. pC-HSL has been used to study the activity of the Rhodopseudomonas palustris p-coumaroyl-homoserine lactone-responsive transcription factor RpaR.

Biochem/physiol Actions

New type of bacterial, quorum sensing signal compound. Quorum sensing mechanism has been investigated in Rhodopseudomonas palustris, but the signal compound has been discovered in other bacteria such as Bradyrhizobium sp. or Silicibacter pomeroyi.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• PPE (personal protective equipment): Eyeshields, Gloves, type N95 (US)