15790-91-7

Usage

Uses

1. Used in Pharmaceutical Research:
(Z)-2-decanoic acid is used as a research compound for studying its cytotoxic effects on the human HepG2 cell line. This application is significant as it helps in understanding the compound's potential role in the development of therapeutic agents against liver-related diseases.
2. Used in Antimicrobial Research:
(Z)-2-decanoic acid is used as a research compound to study its synergistic anti-spirochetal effect. This application is crucial in the field of microbiology, as it aids in the development of novel antimicrobial agents and strategies to combat resistant bacterial strains.
3. Used in Cell-to-Cell Communication Studies:
(Z)-2-decanoic acid is used as a model compound to investigate the mechanisms of cell-to-cell communication in bacteria and fungi. This application is essential for understanding the complex interactions between cells and their surrounding environment, which can lead to the development of targeted therapies for various diseases.
4. Used in Chemical Synthesis:
(Z)-2-decanoic acid can be used as a starting material or intermediate in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and specialty chemicals. Its unique structural features make it a valuable building block for the development of new molecules with potential applications in various industries.
5. Used in Analytical Chemistry:
(Z)-2-decanoic acid can be employed as a reference compound or standard in analytical chemistry for the calibration of instruments and the development of new analytical methods. Its distinct properties make it suitable for validating the accuracy and precision of analytical techniques.

Biochem/physiol Actions

cis-2-Decenoic acid is a fatty acid messenger (signaling molecule) produced by Pseudomonas aeruginosa. It possesses anti-biofilm property and converts most of the cells to planktonic (free-swimming) phenotype. cis-2-Decenoic acid retains the susceptibility of the bacteria towards antimicrobial agents. It does not exhibit any toxicity towards human cells and thus, might be used for treating biofilm-associated infections. cis-2-Decenoic acid is considered active even in nano-molar ranges. It mediates the transition of dormant P. aeruginosa and Escherichia coli to their biologically active state without affecting the number of cells. cis-2-Decenoic acid is effective against E. coli and Klebsiella pneumoniae mixed-species biofilms when used along with antimicrobial agents.

Upstream product

• 124-38-9 carbon dioxide 
• 61746-55-2 Hept₂CuLi 
• 74-86-2 acetylene 
• 37486-72-9 ethyl 2-decenoate 
• 3452-09-3 1-nonyne 
• 112-63-0 Methyl linoleate 
• 111-71-7 heptanal 
• 79-08-3 bromoacetic acid 
• 124-13-0 Octanal 
• 141-82-2 malonic acid 
• 52886-17-6 (Z)-1-iodo-1-nonene 

Downstream Products

• 112-30-1 1-Decanol 
• 30779-95-4 falcarindiol 
• 65892-84-4 heptadeca-1,9c-diene-4,6-diyne-3,8-dione 

Relevant academic research and scientific papers

Monocyclic Rod-Type Liquid Crystals, 2-(2-Alkenoyloxy)-5-alkoxytropones

In 2-(2-alkenoyloxy)-5-alkoxytropones, showing a monotropic smectic A phase, the introduction of a double bond lowers the melting and clearing points as well as the recrystallization temperatures.

Compound with cinnamon fragrance as well as preparation method and application thereof

The invention relates to a compound with cinnamon fragrance as well as a preparation method and application thereof. The compound has the following structural formula, wherein the structural formula can be named as 2-decenoic acid-2-(4-methoxy)-phenyl-2-butyl ester. The provided compound has the advantages of obvious cinnamon aroma, rich aroma, lasting aroma and good stability, and enriches the sources of cinnamon aroma. When the essence is prepared in different periods, the compound has consistent cinnamon aroma, so that the required aroma can be accurately mastered.

METHOD AND COMPOSITION FOR WATER TREATMENT

The invention provides a method of microbial control in water comprising adding to the water one or more bromine-based biocide(s) and cis-2-decenoic acid or a salt thereof. Compositions in the form of liquid concentrates comprising bromine-based biocides and cis-2-decenoic acid or a salt thereof are also described.

Enantioselective Synthesis of N?H-Free 1,5-Benzothiazepines

An enantioselective sulfa-Michael-cyclization reaction was developed for the synthesis of 1,5-benzothiazepines with versatile pharmacological activities. The reaction between 2-aminothiophenol and α,β-unsaturated pyrazoleamides gave direct access to N?H-free 1,5-benzothiazepines in the presence of a chiral N,N′-dioxide/Yb(OTf)3complex. Excellent enantioselectivities (up to 96 % ee) and high yields (up to 99 %) were obtained for a broad range of substrates under mild reaction conditions. This method provided a facile approach to the antidepressant drug (R)-(?)-Thiazesim.

Alpha, beta-unsaturated carbonyl compound production method

The present invention relates to an alpha, beta-unsaturated carbonyl compound production method comprising the following steps: (1) oxidizing reaction of a primary alcohol with 3-20 carbon atoms under the effect of an oxidase for selective oxidation of a terminal alcoholic hydroxyl group into an aldehyde group to obtain an aldehyde group compound; (2) Reformatsky reaction of the aldehyde group compound and a halide under the catalytic effect of a metal to produce a corresponding alpha, beta-unsaturated carbonyl compound, the alpha, beta-unsaturated carbonyl compound production method is low-cost, less in environmental pollution, moreover, by alcohol oxidizing reaction by use of the oxidase, the quantitative and high selectivity corresponding alpha, beta-unsaturated carbonyl compound can be obtained, and the after processing is convenient.

A detailed identification study on high-temperature degradation products of oleic and linoleic acid methyl esters by GC-MS and GC-FTIR

GC-MS and GC-FTIR were complementarily applied to identify oxidation compounds formed under frying conditions in methyl oleate and linoleate heated at 180 °C. The study was focused on the compounds that originated through hydroperoxide scission that remain attached to the glyceridic backbone in fats and oils and form part of non-volatile molecules. Twenty-one short-chain esterified compounds, consisting of 8 aldehydes, 3 methyl ketones, 4 primary alcohols, 5 alkanes and 1 furan, were identified. In addition, twenty non-esterified volatile compounds, consisting of alcohols, aldehydes and acids, were also identified as major non-esterified components. Furanoid compounds of 18 carbon atoms formed by a different route were also identified in this study. Overall, the composition of the small fraction originated from hydroperoxide scission provides a clear idea of the complexity of the new compounds formed during thermoxidation and frying.

INHIBITORS OF YEAST FILAMENTOUS GROWTH AND METHOD OF THEIR MANUFACTURE

The invention broadly relates to the use of α, β-unsaturated fatty acids to inhibit the filamentous growth of fungi and yeasts and to a method for producing same. In particular the invention relates to the use of optionally substituted C8 to C15 α, β-unsaturated fatty acids or salts, esters or amides thereof for inhibiting or retarding the yeast-to-mycelium transition of organisms having a dimorphic life cycle.

Electrochemical selective incorporation of CO2 into terminal alkynes and diynes

Electrochemical incorporation of CO2 into terminal alkynes and diynes on silver cathodes occurred selectively, to afford monocarboxylic acid derivatives in good yields. The electrolyses were carried out in one-compartment cells fitted with magnesium anodes, under mild conditions.

Two-carbon homologation of aldehydes via silyl ketene acetals. 2. Study of the stereochemical control in the formation of (E)-alkenoic acids

The condensation of C,O,O-tris(trimethylsilyl)ketene acetal 1 with aldehydes 2 in the presence of catalytic amounts of mercuric iodide at room temperature affords syn and anti β-trimethylsiloxy α-trimethylsilyl alkanoic acid silyl esters 3 in good yields. These new compounds gave, under acidic or basic conditions, E and (or) Z enoic acids 4. The paths for the formation of these alkenoic acids are discussed.

PALLADIUM MEDIATED SYNTHESIS OF CONJUGATED E or Z ENONES AND UNSYMMETRICAL DIVINYL KETONES. ONE-POT PREPARATION OF ISOEGOMAKETONE

The palladium (o) catalyzed coupling of acyl halides or anhydrides with alkenyl copper reagents furnishes α,β ethylenic ketones and α,β-α',β' diethylenic ketones in high yield.The substitution pattern of the alkenyl copper reagent, directly obtained by carbocupration of alkynes, is fully retained.Anhydrides of Z-ethylenic acids also retain their Z stereochemistry. β-halogeno-vinyl ketones react under the above conditions to afford α,β-γ,δ dienones.An efficient one-pot synthesis of Z or E isoegomaketone is reported.