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N-butyryl-L-Homoserine lactone-d5
Cayman Chemical Item Number 10007899
Description N-butyryl-L-Homoserine lactone-d5 (C4-HSL-d5) contains five deuterium atoms at the 3, 3', 4, 4, and 4 positions. It is intended for use as an internal standard for the quantification of C4-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. C4-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, infection prevention, and formation of biofilms.2↗,3↗,4↗,5↗,6↗,7↗
Synonyms C4-HSL-d5
Formal Name N-[(3S)-tetrahydro-2-oxo-3-furanyl]-butanamide-3,3,4,4,4-d5
Molecular Formula C8H8D5NO3
Formula Weight 176.2
Formulation A crystalline solid
Purity ≥99% deuterated forms (d1-d5)
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES CCCC(=O)N[C@H]1CCOC1=O
InCHI Code 1S/C8H13NO3/c1-2-3-7(10)9-6-4-5-12-8(6)11/h6H,2-5H2,1H3,(H,9,10)/t6-/m0/s1/i1D3,2D2
InCHI Key VFFNZZXXTGXBOG-PLFILOGFSA-N |