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61698 Sigma-Aldrich

N-(3-Hydroxyoctanoyl)-DL-homoserine lactone

≥95% (sum of isomers, HPLC)

Synonym: 3-Hydroxy-N-(tetrahydro-2-oxo-3-furanyl)octanamide, 3-Hydroxy-C8-HSL, N-[(RS)-3-Hydroxyoctanoyl]-DL-homoserine lactone

  • CAS Number 853799-77-6

  • Empirical Formula (Hill Notation) C12H21NO4

  • Molecular Weight 243.30

  •  MDL number MFCD27952927

  •  PubChem Substance ID 329759646

  •  NACRES NA.25

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Properties

Quality Level   100
assay   ≥95% (sum of isomers, HPLC)
storage temp.   −20°C
SMILES string   O=C(CC(O)CCCCC)NC1C(OCC1)=O
InChI   1S/C12H21NO4/c1-2-3-4-5-9(14)8-11(15)13-10-6-7-17-12(10)16/h9-10,14H,2-8H2,1H3,(H,13,15)
InChI key   XCZVBYOXRSFQBH-UHFFFAOYSA-N

Description

Biochem/physiol Actions

N-(3-Hydroxyoctanoyl)-DL-homoserine lactone is a member of N-acyl-homoserine lactone family. N-Acylhomoserine lactones (AHL) regulate gene expression in gram-negative bacteria, such as Echerichia and Salmonella, and are involved in quorum sensing, cell to cell communication among bacteria; for reviews see. Bacterial intercellular communication has become a target for the development of new anti-virulence drugs, and a research focus for the prevention of biofilm formation.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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