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51481

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

Name: <I>N</I>-(3-Hydroxytetradecanoyl)-<SC>DL</SC>-homoserine lactone
Brand: SIGMA

≥96% (HPLC), carbon 64.7-67.3 %

别名:

3-Hydroxy-N-(tetrahydro-2-oxo-3-furanyl)tetradecanamide

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关于此项目

经验公式（希尔记法）:

C₁₈H₃₃NO₄

化学文摘社编号:

172670-99-4

分子量:

327.46

NACRES:

NA.25

PubChem Substance ID:

329757696

UNSPSC Code:

41116134

MDL number:

MFCD16875425

Assay:

≥96% (HPLC)

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属性

Quality Segment

100

assay

≥96% (HPLC)

composition

carbon, 64.7-67.3% , nitrogen, 4.0-4.5%

storage temp.

−20°C

SMILES string

CCCCCCCCCCCC(O)CC(=O)NC1CCOC1=O

InChI

1S/C18H33NO4/c1-2-3-4-5-6-7-8-9-10-11-15(20)14-17(21)19-16-12-13-23-18(16)22/h15-16,20H,2-14H2,1H3,(H,19,21)

InChI key

IKQUESGRCDRZTI-UHFFFAOYSA-N

说明

Biochem/physiol Actions

N-(3-Hydroxytetradecanoyl)-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.

Quorum-sensing signal generation

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

GHS06

signalword

Danger

hcodes

H301

pcodes

P264 - P270 - P301 + P310 - P405 - P501

Hazard Classifications

Acute Tox. 3 Oral

存储类别

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Profiling of N-acyl-homoserine lactones by liquid chromatography coupled with electrospray ionization and a hybrid quadrupole linear ion-trap and Fourier-transform ion-cyclotron-resonance mass spectrometry (LC-ESI-LTQ-FTICR-MS).

Tommaso R I Cataldi et al.

Journal of mass spectrometry : JMS, 43(1), 82-96 (2007-08-22)

A method for the comprehensive profiling of the N-acyl-homoserine lactone (AHL) family of bacterial quorum-sensing molecules is presented using liquid chromatography (LC) coupled to a hybrid quadrupole linear ion trap (LTQ) and Fourier-transform ion-cyclotron-resonance mass spectrometer (FTICR). We demonstrate an

Orally administered thermostable N-acyl homoserine lactonase from Bacillus sp. strain AI96 attenuates Aeromonas hydrophila infection in zebrafish.

Yanan Cao et al.

Applied and environmental microbiology, 78(6), 1899-1908 (2012-01-17)

N-Acylated homoserine lactone (AHL) lactonases are capable of degrading signal molecules involved in bacterial quorum sensing and therefore represent a new approach to control bacterial infection. Here a gene responsible for the AHL lactonase activity of Bacillus sp. strain AI96

Tools for engineering coordinated system behaviour in synthetic microbial consortia.

Nicolas Kylilis et al.

Nature communications, 9(1), 2677-2677 (2018-07-12)

Advancing synthetic biology to the multicellular level requires the development of multiple cell-to-cell communication channels that propagate information with minimal signal interference. The development of quorum-sensing devices, the cornerstone technology for building microbial communities with coordinated system behaviour, has largely

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货号	GTIN
51481-10MG	04061832860305