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N-hexanoyl-L-Homoserine lactone
Cayman Chemical Item Number 10007896
Description
Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density. A promising field of study involves controlling bacterial infections by quenching their quorum sensing systems. The expression of specific target genes, such as transcriptional regulators belonging to the LuxIR family of proteins, is coordinated by synthesis of diffusible acylhomoserine lactone (AHL) molecules. N-hexanoyl-L-Homoserine lactone is a small diffusible signaling molecule involved in quorum sensing, controlling gene expression, and affecting cellular metabolism.1↗ The diverse applications of this molecule include regulation of virulence in general and in cystic fibrosis, infection prevention, slime and biofilm reduction in commercial agriculture and aquaculture industries, food spoilage prevention, and septicemia in fish.2↗,3↗,4↗,5↗,6↗,7↗,8↗
Synonyms C6-HSL
Formal Name N-[(3S)-tetrahydro-2-oxo-3-furanyl]-hexanamide
CAS Number 147852-83-3
Molecular Formula C10H17NO3
Formula Weight 199.2
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES CCCCCC(=O)N[C@H]1CCOC1=O
InCHI Code 1S/C10H17NO3/c1-2-3-4-5-9(12)11-8-6-7-14-10(8)13/h8H,2-7H2,1H3,(H,11,12)/t8-/m0/s1
InCHI Key ZJFKKPDLNLCPNP-QMMMGPOBSA-N |