61698
N-(3-Hydroxyoctanoyl)-DL-homoserine lactone
≥95% (sum of isomers, HPLC)
Synonym(s):
3-Hydroxy-N-(tetrahydro-2-oxo-3-furanyl)octanamide, 3-Hydroxy-C8-HSL, N-[(RS)-3-Hydroxyoctanoyl]-DL-homoserine lactone
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About This Item
Empirical Formula (Hill Notation):
C12H21NO4
CAS Number:
Molecular Weight:
243.30
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
41116134
MDL number:
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
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Clay Fuqua et al.
Nature reviews. Molecular cell biology, 3(9), 685-695 (2002-09-05)
Bacterial cell-to-cell signalling has emerged as a new area in microbiology. Individual bacterial cells communicate with each other and co-ordinate group activities. Although a lot of detail is known about the mechanisms of a few well-characterized bacterial communication systems, other
Bonnie L Bassler
Cell, 109(4), 421-424 (2002-06-28)
In a process called quorum sensing, groups of bacteria communicate with one another to coordinate their behavior and function like a multicellular organism. A diverse array of secreted chemical signal molecules and signal detection apparatuses facilitate highly productive intra- and
Barbara Thallinger et al.
Biotechnology journal, 8(1), 97-109 (2013-01-03)
With the increasing prevalence of antibiotic resistance, antimicrobial enzymes aimed at the disruption of bacterial cellular machinery and biofilm formation are under intense investigation. Several enzyme-based products have already been commercialized for application in the healthcare, food and biomedical industries.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 61698-10MG | 04061832860442 |