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

Modify Date: 2024-01-08 09:22:03

N-(3-Hydroxytetradecanoyl)-DL-homoserine lactone Structure
N-(3-Hydroxytetradecanoyl)-DL-homoserine lactone structure
Common Name N-(3-Hydroxytetradecanoyl)-DL-homoserine lactone
CAS Number 172670-99-4 Molecular Weight 327.45900
Density 1.04±0.1 g/cm3(Predicted) Boiling Point 549.3±50.0 °C(Predicted)
Molecular Formula C18H33NO4 Melting Point N/A
MSDS Chinese USA Flash Point N/A
Symbol GHS06
GHS06
Signal Word Danger

 Use of N-(3-Hydroxytetradecanoyl)-DL-homoserine lactone


N-(3-Hydroxytetradecanoyl)-DL-homoserine lactone (N-(3-oxodecanoyl)-homoserine lactone) is a member of N-Acyl homoserine lactone (AHL) from V. alginolyticus strains. N-(3-Hydroxytetradecanoyl)-DL-homoserine lactone is used for biofilm formation and has antibacterial activity[1].

 Names

Name 3-Hydroxy-N-(tetrahydro-2-oxo-3-furanyl)tetradecanamide
Synonym More Synonyms

  Biological Activity

Description N-(3-Hydroxytetradecanoyl)-DL-homoserine lactone (N-(3-oxodecanoyl)-homoserine lactone) is a member of N-Acyl homoserine lactone (AHL) from V. alginolyticus strains. N-(3-Hydroxytetradecanoyl)-DL-homoserine lactone is used for biofilm formation and has antibacterial activity[1].
Related Catalog
In Vitro Moderate levels of exogenous N-(3-Hydroxytetradecanoyl)-DL-homoserine lactone (N-(3-oxodecanoyl)-homoserine lactone; 10 and 20 μM) can induce or enhance biofilm formation and alter its structure, while high levels (40 and 100 μM) does not significantly improve and even inhibits biofilm formation in V. alginolyticus[1]. N-(3-Hydroxytetradecanoyl)-DL-homoserine lactone (2, 5, 10, 20 μM; 36 hours) increases the biofilms of strain N°24 significantly[1]. Moderate addition of N-(3-Hydroxytetradecanoyl)-DL-homoserine lactone (10 or 20 μM) also increases biofilm formation of non-AHL-producing peanut-nodulating bacteria[1].
References

[1]. Liu J, et al. Detection of Diverse N-Acyl-Homoserine Lactones in Vibrio alginolyticus and Regulation of Biofilm Formation by N-(3-Oxodecanoyl) Homoserine Lactone In vitro. Front Microbiol. 2017 Jun 16;8:1097.

 Chemical & Physical Properties

Density 1.04±0.1 g/cm3(Predicted)
Boiling Point 549.3±50.0 °C(Predicted)
Molecular Formula C18H33NO4
Molecular Weight 327.45900
Exact Mass 327.24100
PSA 79.12000
LogP 3.93030

 Safety Information

Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H301
Precautionary Statements P301 + P310
Hazard Codes T+
RIDADR UN 2811 6.1 / PGIII

 Articles12

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Quorum sensing in bacteria.

Annu. Rev. Microbiol. 55 , 165-99, (2001)

Quorum sensing is the regulation of gene expression in response to fluctuations in cell-population density. Quorum sensing bacteria produce and release chemical signal molecules called autoinducers th...

Regulation of gene expression by cell-to-cell communication: acyl-homoserine lactone quorum sensing.

Annu. Rev. Genet. 35 , 439-68, (2001)

Quorum sensing is an example of community behavior prevalent among diverse bacterial species. The term "quorum sensing" describes the ability of a microorganism to perceive and respond to microbial po...

 Synonyms

N-(3-Hydroxytetradecanoyl)-DL-homoserine lactone
3-hydroxy-N-(2-oxooxolan-3-yl)tetradecanamide
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