C14:1-DELTA9-CIS-(L)-HSL

C14:1-DELTA9-CIS-(L)-HSL Struktur
202284-87-5
CAS-Nr.
202284-87-5
Englisch Name:
C14:1-DELTA9-CIS-(L)-HSL
Synonyma:
C14-HSL;C14:1-DELTA9-CIS-(L)-HSL;Tetradecanoyl-L-hoMoserine lactone;N-(2-oxooxolan-3-yl)tetradecanamide;N-tetradecanoyl-L-Homoserine lactone;N-[(3S)-2-oxooxolan-3-yl]tetradecanamide;(S)-N-(2-Oxotetrahydrofuran-3-yl)tetradecanamide;N-tetradecanoyl-L-Homoserine lactone Exclusive;C14-HSL, tDHL, N-Tetradecanoyl-L-hoMoserine lactone;N-[(3S)-TETRAHYDRO-2-OXO-3-FURANYL]-TETRADECANAMIDE
CBNumber:
CB42464934
Summenformel:
C18H33NO3
Molgewicht:
311.46
MOL-Datei:
202284-87-5.mol

C14:1-DELTA9-CIS-(L)-HSL Eigenschaften

Siedepunkt:
506.5±39.0 °C(Predicted)
Dichte
0.99±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
Löslichkeit
DMF: 30 mg/ml; DMSO: 30 mg/ml; PBS (pH 7.2): 10 mg/ml
Aggregatzustand
A crystalline solid
pka
14.70±0.20(Predicted)
Farbe
White to off-white
InChI
InChI=1S/C18H33NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(20)19-16-14-15-22-18(16)21/h16H,2-15H2,1H3,(H,19,20)/t16-/m0/s1
InChIKey
ZQAYHOXXVBVXPZ-INIZCTEOSA-N
SMILES
C(N[C@H]1CCOC1=O)(=O)CCCCCCCCCCCCC

Sicherheit

C14:1-DELTA9-CIS-(L)-HSL Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density. Controlling bacterial infections by quenching their quorum sensing systems is a promising field of study. The expression of specific target genes, such as transcriptional regulators belonging to the LuxR family of proteins, is coordinated by the synthesis of diffusible acylhomoserine lactone (AHL) molecules. N-tetradecanoyl-L-Homoserine lactone (C14-HSL) is a small diffusible signaling molecule involved in quorum sensing, thereby controlling gene expression and affecting cellular metabolism in bacteria. It appears later than shorter acyl chain AHLs in developing biofilms and, like other long chain AHLs, stimulates bacterial growth. C14-HSL also alters the proteolytic activity and enhances the migration of some strains of Proteus mirabilis.

Verwenden

Tetradecanoyl-L-homoserine lactone is an active quorum sensing modulator first recognised in Rhodobacter capsulatus. Tetradecanoyl-L-homoserine lactone and other acylhomoserine lactones have been detected in hundreds of bacterial species and, while the homologues vary between species and strains, the homoserine lactones are the major chemical modulators of within and between cell communication and regulation. The most significant variable defining the function of the homoserine lactone is the length of the acyl chain, with shorter chains displaying opposing actions to the longer chains.

C14:1-DELTA9-CIS-(L)-HSL Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


C14:1-DELTA9-CIS-(L)-HSL Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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  • C14:1-DELTA9-CIS-(L)-HSL
  • C14-HSL
  • N-[(3S)-TETRAHYDRO-2-OXO-3-FURANYL]-TETRADECANAMIDE
  • N-tetradecanoyl-L-Homoserine lactone
  • C14-HSL, tDHL, N-Tetradecanoyl-L-hoMoserine lactone
  • Tetradecanoyl-L-hoMoserine lactone
  • N-[(3S)-2-oxooxolan-3-yl]tetradecanamide
  • N-tetradecanoyl-L-Homoserine lactone Exclusive
  • N-(2-oxooxolan-3-yl)tetradecanamide
  • Tetradecanamide, N-[(3S)-tetrahydro-2-oxo-3-furanyl]-
  • (S)-N-(2-Oxotetrahydrofuran-3-yl)tetradecanamide
  • 202284-87-5
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