N-3-Oxo-octanoyl-L-homoserine lactone

Modify Date: 2025-08-22 19:16:13

N-3-Oxo-octanoyl-L-homoserine lactone Structure
N-3-Oxo-octanoyl-L-homoserine lactone structure
Common Name N-3-Oxo-octanoyl-L-homoserine lactone
CAS Number 147795-39-9 Molecular Weight 241.28
Density 1.12g/cm3 Boiling Point 490.1ºC at 760mmHg
Molecular Formula C12H19NO4 Melting Point 96-97 ºC (ethyl acetate )
MSDS Chinese USA Flash Point 250.2ºC

 Use of N-3-Oxo-octanoyl-L-homoserine lactone


N-3-Oxo-octanoyl-L-homoserine lactone, a quorum-sensing signal, is an Agrobacterium autoinducer[1][2].

 Names

Name 3-oxo-N-[(3S)-2-oxooxolan-3-yl]octanamide
Synonym More Synonyms

 N-3-Oxo-octanoyl-L-homoserine lactone Biological Activity

Description N-3-Oxo-octanoyl-L-homoserine lactone, a quorum-sensing signal, is an Agrobacterium autoinducer[1][2].
Related Catalog
In Vitro N-3-Oxo-octanoyl-L-homoserine lactone (3OC8-HSL) pretreatment (10 μM; for 2 days) exerts strong inhibitory effect on pathogen proliferation in the leaves[1]. Plants treated with N-3-Oxo-octanoyl-L-homoserine lactone shows increased activities of defense-related enzymes including peroxidase, catalase, phenylalanine ammonialyase, and superoxide dismutase[1].
References

[1]. Fang Liu, et al. N-3-oxo-octanoyl-homoserine lactone-mediated priming of resistance to Pseudomonas syringae requires the salicylic acid signaling pathway in Arabidopsis thaliana. BMC Plant Biol. 2020 Jan 28;20(1):38.

[2]. Hai-Bao Zhang, et al. Genetic control of quorum-sensing signal turnover in Agrobacterium tumefaciens. Proc Natl Acad Sci U S A

 Chemical & Physical Properties

Density 1.12g/cm3
Boiling Point 490.1ºC at 760mmHg
Melting Point 96-97 ºC (ethyl acetate )
Molecular Formula C12H19NO4
Molecular Weight 241.28
Flash Point 250.2ºC
Exact Mass 241.131409
PSA 72.47000
LogP 1.73860
Appearance of Characters White solid Chemodex
Vapour Pressure 9.41E-10mmHg at 25°C
Index of Refraction 1.484
Storage condition -20°C
Water Solubility Slightly soluble (7.2 g/L) (25 ºC)

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport

 Articles19

More Articles
Medicinal chemistry as a conduit for the modulation of quorum sensing.

J. Med. Chem. 53 , 7467-89, (2010)

Evaluation of a focused library of N-aryl L-homoserine lactones reveals a new set of potent quorum sensing modulators.

Bioorg. Med. Chem. Lett. 18 , 5978-81, (2008)

A focused library of N-aryl l-homoserine lactones was designed around known lactone leads and evaluated for antagonistic and agonistic activity against quorum-sensing receptors in Agrobacterium tumefa...

Synthetic ligands that activate and inhibit a quorum-sensing regulator in Pseudomonas aeruginosa.

Bioorg. Med. Chem. Lett. 18 , 3072-5, (2008)

The transcription factor QscR is a regulator of quorum sensing in Pseudomonas aeruginosa and plays a role in controlling virulence in this prevalent opportunistic pathogen. This study outlines the dis...

 Synonyms

Aai-OOHL
LAE
HSL-OOA
OOHL
N-(3-Oxooctanoyl)-L-homoserine lactone
3-Oxo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]octanamide
3-Oxo-N-[(3S)-2-oxotetrahydro-3-furanyl]octanamide
Octanamide, 3-oxo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-
3-OXO-OCTANOIC ACID (2-OXO-TETRAHYDRO-FURAN-3-YL)-AMIDE
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