51524-71-1

Usage

Uses

Used in Research Applications:
C2-HSL, N-Acetyl-L-hoMoserine lactone, is used as a research tool for studying bacterial communication and quorum sensing mechanisms. Its inability to induce a response in bacteria makes it a valuable control in experiments involving the investigation of quorum sensing and its role in bacterial biofilm formation and regulation.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, C2-HSL, N-Acetyl-L-hoMoserine lactone, is used as a potential therapeutic agent for targeting bacterial biofilms. Its unique properties allow researchers to explore its potential in disrupting quorum sensing pathways, which could lead to the development of new antibiotics or anti-biofilm treatments.
Used in Environmental Applications:
C2-HSL, N-Acetyl-L-hoMoserine lactone, can be used in environmental applications to control and manage bacterial biofilms, particularly in water treatment and industrial systems where biofouling can cause significant problems. By understanding the role of quorum sensing in biofilm formation, C2-HSL can be utilized to develop strategies to prevent or reduce biofilm-related issues.

Upstream product

• 672-15-1 L-homoserine 
• 108-24-7 acetic anhydride 
• 77856-40-7 (S)-2-oxotetrahydrofuran-3-aminium trifluoroacetate 
• 7540-67-2 O-acetyl-L-homoserine 
• 6305-38-0 (S)-(-)-α-amino-γ-butyrolactone hydrobromide 
• 75-36-5 acetyl chloride 
• 914306-13-1 C₇H₁₃NO₄ 

Downstream Products

• 65-82-7 N-acetyl-l-methionine 
• 1195-16-0 N-acetyl-DL-homocysteinethiolactone 

Relevant academic research and scientific papers

1,5-Asymmetric induction in reactions between 4- and 5-alkoxypent-2-enyl(tributyl)stannanes and achiral 1-alkoxycarbonylimines

Tin(IV) chloride promoted reactions of 4- and 5-alkoxypent-2-enyl(tributyl)stannanes 1, 11 and 15 and 1-alkoxycarbonylimines 2 proceed with excellent 1,5-asymmetric induction.

L-GLUFOSINATE INTERMEDIATE AND L-GLUFOSINATE PREPARATION METHOD

Provided are L-glufosinate intermediate preparation method or L-glufosinate preparation method, the method, for preparing L-glufosinate intermediate or L-glufosinate from an L-homoserine derivative, comprising a step of preparing a compound of Chemical Formula 2 from a compound of Chemical Formula 1.

Solution structural features of N-acyl homoserine lactones

Here we demonstrate that in interbacterial quorum signal moderators, N-acylhomoserine lactones (AHLs), the stabilization of bioactive pharmacophore lactone against lysis is through the e- withdrawing N-acyl motif which reduces lactone carbonyl polarization. This lysis is assisted by weak (-1) contacts between N-acyl O and lactone C′. The interactions that preclude this weak contact, in the free and receptor-bound AHLs, improve lactone halflife and hence are key to the design of the antibacterial AHL analogues.

Haloperoxidase mediated quorum quenching by Nitzschia cf pellucida: Study of the metabolization of N-Acyl homoserine lactones by a benthic diatom

Diatoms are known to produce a variety of halogenated compounds, which were recently shown to have a role in allelopathic interactions between competing species. The production of these compounds is linked to haloperoxidase activity. This research, has shown that this system may also be involved in diatom-bacteria interactions via the H2O2 dependent inactivation of a type of quorum sensing (QS) molecule, i.e., N-β-ketoacylated homoserine lactones (AHLs), by a natural haloperoxidase system from the benthic diatom Nitzschia cf pellucida. The AHL degradation pathway towards corresponding halogenated derivatives was elucidated via HPLC-MS analysis and the synthesis of a broad series of novel halogenated AHL analogues as reference compounds. Furthermore, their biological activity as quorum sensing modulators was directly compared and evaluated against a series of naturally occurring β-keto-AHLs. It has been demonstrated that the loss of the QS activity results from the final cleavage of the halogenated N-acyl chain of the signal molecules.

Exciton chirality method in vibrational circular dichroism

The interaction of two IR chromophores yields a strong vibrational circular dichroism couplet whose sign reflects the absolute configuration of the molecule. We present a method to determine absolute configuration of a chiral molecule based on this couplet without need of theoretical calculation. Not only can this method analyze various molecules whose absolute configuration is difficult to determine by other spectroscopic methods, but also it can significantly enhance VCD signals.

Remote stereocontrol in reactions between 4- and 5-alkoxyalk-2- enylstannanes and 1-alkoxycarbonylimines and analogues: Stereoselective approaches to novel α-amino acids

Reactions of the allyltin trichloride 45 generated from (4S)-4-benzyloxypent-2-enyl(tributyl)stannane 1 with imines prepared from glyoxylates proceed with useful levels of 1,5-stereocontrol in favour of (4E)-2,6-anti-2-(alkylamino)-6-benzyloxyhept-4-enoat

Method for production of methionine from homoserine

The invention relates to a method for production of D- and/or L-methionine via D- and/or L-homoserine with subsequent chemical transformation to give methionine.