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form
powder
Quality Level
technique(s)
ligand binding assay: suitable
color
white
storage temp.
−20°C
SMILES string
Cl.N[C@H]1CCOC1=O
InChI
1S/C4H7NO2.ClH/c5-3-1-2-7-4(3)6;/h3H,1-2,5H2;1H/t3-;/m0./s1
InChI key
XBKCXPRYTLOQKS-DFWYDOINSA-N
Related Categories
General description
L-Homoserine lactone (HSL), also called acyl-HSL, comprises a homoserine lactone ring and a fatty acyl side. The levels of acyl-HSL in bacteria is dictated by the availability of the substrates and acyl-homoserine lactones synthase.
Application
L-Homoserine lactone hydrochloride has been used as an inhibitor for arterial smooth muscle contraction.
Biochem/physiol Actions
L-Homoserine lactone inhibition reduces virulence factors and halts inflammation and tissue damage. In Pseudomonas aeruginosa it controls virulence factor production and biofilm formation. In Agrobacterium tumefaciens, it is essential for conjugal transfer.
Acylated L-Homoserine lactone(s) are used to study bacterial quorum-sensing signaling mechanisms.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Defining the structure and function of acyl-homoserine lactone autoinducers
Methods in Molecular Biology, 692(23), 159-171 (2011)
Long-chain acyl-homoserine lactone quorum-sensing regulation of Rhodobacter capsulatus gene transfer agent production
Journal of Bacteriology, 184(23), 6515-6521 (2002)
The Pseudomonas aeruginosa quorum-sensing signal molecule, N-(3-oxododecanoyl)-l-homoserine lactone, inhibits porcine arterial smooth muscle contraction
British Journal of Pharmacology, 128(4), 845-848 (1999)
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Pathogenic and symbiotic bacteria rely on quorum sensing to coordinate the collective behavior during the interactions with their eukaryotic hosts. Many Gram-negative bacteria use N-acyl-homoserine lactones (AHLs) as signals in such communication. Here we show that plants have evolved means
Inhibiting N-acyl-homoserine lactone synthesis and quenching Pseudomonas quinolone quorum sensing to attenuate virulence
Frontiers in Microbiology, 6, 1173-1173 (2015)
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