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N-DODECANOYL-DL-HOMOSERINE LACTONE, also known as C12-HSL, is an organic compound that belongs to the family of acyl homoserine lactones (AHLs). It is a signaling molecule commonly found in bacteria and plays a crucial role in quorum sensing, which is a cell-to-cell communication mechanism. This molecule has a dodecanoyl chain attached to a homoserine lactone, which allows it to interact with specific receptors and regulate various biological processes.

18627-38-8

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18627-38-8 Usage

Uses

Used in Biofilm Formation:
N-DODECANOYL-DL-HOMOSERINE LACTONE is used as a signaling molecule for biofilm formation in certain bacteria. It facilitates communication between bacterial cells, enabling them to coordinate their behavior and develop complex, multicellular structures known as biofilms. These biofilms provide protection to the bacteria and help them survive in various environments.
Used in Biomineralization of 1,2,4-Trichlorobenzene:
In the field of bioremediation, N-DODECANOYL-DL-HOMOSERINE LACTONE is used as a signaling molecule to promote the biomineralization of 1,2,4-trichlorobenzene in bacterial culture. This process involves the conversion of toxic organic compounds into less harmful inorganic minerals, which can be more easily removed or neutralized, thus reducing the environmental impact of these contaminants.
Used in Acyl Homoserine Lactone-based Quorum Sensing in Methanogenic Archaeon:
N-DODECANOYL-DL-HOMOSERINE LACTONE is used as a quorum-sensing molecule in methanogenic archaeon, a type of microorganism that produces methane as a byproduct of their metabolism. By regulating the production of specific enzymes and proteins, this molecule helps control the metabolic activities of these archaea, which can be useful in various industrial applications, such as biogas production and waste treatment.

Biochem/physiol Actions

N-Lauroyl- 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 are involved in quorum sensing, cell to cell communication among bacteria. Some AHLs are potent chemoattractants for human immune cells such as neutrophils.

Check Digit Verification of cas no

The CAS Registry Mumber 18627-38-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,6,2 and 7 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 18627-38:
(7*1)+(6*8)+(5*6)+(4*2)+(3*7)+(2*3)+(1*8)=128
128 % 10 = 8
So 18627-38-8 is a valid CAS Registry Number.

18627-38-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name N-DODECANOYL-DL-HOMOSERINE LACTONE

1.2 Other means of identification

Product number -
Other names N-dodecanoyl-HSL

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:18627-38-8 SDS

18627-38-8Downstream Products

18627-38-8Relevant academic research and scientific papers

Long-chain acyl-homoserine lactones from Methylobacterium mesophilicum: Synthesis and absolute configuration

Pomini, Armando M.,Cruz, Pedro L. R.,Gai, Claudia,Araujo, Welington L.,Marsaioli, Anita J.

supporting information; experimental part, p. 2125 - 2129 (2010/04/05)

The acyl-homoserine lactones (acyl-HSLs) produced by Methylobacterium mesophilicum isolated from orange trees infected with the citrus variegated chlorosis (CVC) disease have been studied, revealing the occurrence of six long-chain acyl-HSLs, i.e., the saturated homologues (S)-N-dodecanoyl (1) and (S)-N-tetradecanoyl-HSL (5), the uncommon odd-chain N-tridecanoyl-HSL (3), the new natural product (S)-N-(2E)-dodecenoyl-HSL (2), and the rare unsaturated homologues (S)-N-(7Z)-tetradecenoyl (4) and (S)-N-(2E,7Z)-tetradecadienyl-HSL (6). The absolute configurations of all HSLs were determined as 3S. Compounds 2 and 6 were synthesized for the first time. Antimicrobial assays with synthetic acyl-HSLs against Gram-positive bacterial endophytes co-isolated with M. mesophilicum from CVC-infected trees revealed low or no antibacterial activity.

ACYL HOMOSERINE LACTONES FOR INHIBITION OF CELL GROWTH

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Page/Page column 9-10, (2008/06/13)

The present invention provides a method for inhibiting the growth of cancer cells using AHLs of the general formula CX-homoserine lactone where "X" represents a number of between 5 and 14 carbon atoms in the acyl chain of the AHL. The method comprises the step of administering to an individual an amount of an AHL effective to inhibit the growth of cancer cells. Also provided is a method for enhancing the effect of a chemotherapeutic agent comprising the step of administering to an individual the chemotherapeutic agent and an amount of an AHL effective to enhance the cancer cell growth inhibitory effect of the chemotherapeutic agent.

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