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N-hexanoyl-L-Homoserine lactone-d3
Cayman Chemical Item Number 10007897
Description N-hexanoyl-L-Homoserine lactone-d3 (C6-HSL-d3) contains three deuterium atoms at the C-6 position. It is intended for use as an internal standard for the quantification of C6-HSL by GC- or LC-mass spectrometry. 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. C6-HSL 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-d3
Formal Name N-[(3S)-tetrahydro-2-oxo-3-furanyl]-hexanamide-6,6,6-d3
Molecular Formula C10H12D3NO3
Formula Weight 200.3
Formulation A crystalline solid
Purity ≥99% deuterated forms (d1-d3)
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES O=C1[C@@H](NC(CCCCC([2H])([2H])[2H])=O)CCO1
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/i1D3
InCHI Key ZJFKKPDLNLCPNP-TUWYYBGVSA-N |