42036-79-3

Upstream product

• 112-89-0 1-Bromooctadecane 
• 603-35-0 triphenylphosphine 

Downstream Products

• 63623-49-4 (E)-7-pentacosene 
• 63623-49-4 (Z)-7-pentacosene 
• 593-50-0 melissyl alcohol 
• 506-50-3 melissic acid 
• 629-83-4 methyl 1-triacontanoate 
• 1191301-89-9 C₂₇H₄₆O₂ 
• 104410-91-5 7(Z),11(Z)-nonacosadiene 
• 443921-66-2 (E)-(R)-2-Benzyloxy-docos-4-en-1-ol 
• 57243-06-8 Octadecyltriphenylphosphorane 

Relevant academic research and scientific papers

Ortho -Substituted lipidated Brartemicin derivative shows promising Mincle-mediated adjuvant activity

The macrophage inducible C-type lectin (Mincle) is a pathogen recognition receptor (PRR) that is a promising target for the development of Th1-polarising vaccine adjuvants. We recently reported on the synthesis and evaluation of lipidated Brartemicin analogues that showed Mincle agonist activity, with our lead agonist exhibiting potent Th1 adjuvant activity that was greater than that of trehalose dibehenate (TDB). Herein, we report on the efficient synthesis and subsequent biological evaluation of additional lipidated Brartemicin analogues that were designed to determine the structural requirements for optimal Mincle signalling. While all the Brartemicin analogues retained their ability to signal through Mincle and induce a functional response, the o-substituted and m,m-disubstituted derivatives (5a and 5d, respectively) induced a potent inflammatory response when using cells of both murine and human origin, with this response being the greatest observed thus far. As the inflammatory response elicited by 5a was slightly better than that induced by 5d, our findings point to o-substituted Brartemicin analogues as the preferred scaffold for further adjuvant development.

BRARTEMICIN ANALOGUES

The invention relates to brartemicin analogues of Formula (IV) and their uses. These compounds are potent Mincle agonists and Th1-stimulating vaccine adjuvants.

A method for preparing high-purity triacontanol (by machine translation)

A method for utilizing organic synthesis for preparing high-purity triacontanol method, which belongs to the field of organic synthesis. To provide a reliable source of raw materials, the process is simple, the yield is high purity, easy large-scale production of the method of preparing triacontanol. In order to 1, 12 - dodecanediol as raw material preparation 12 - tert butyl dimethyl siloxy lauryl alcohol, TEMPO oxidation for 12 - tert butyl dimethyl siloxy lauric aldehyde, preparation octadecyl triphenyl brominated [...], tertiary butyl dimethoxy melissane silane - 12 - ene, preparation triacontanol. The raw materials are all industrial chemistry, the process is simple, high chemical yield, high purity of the product, it is easy to industrialization and more environmentally friendly. (by machine translation)

From broad-spectrum biocides to quorum sensing disruptors and mussel repellents: Antifouling profile of alkyl triphenylphosphonium salts

'Onium' compounds, including ammonium and phosphonium salts, have been employed as antiseptics and disinfectants. These cationic biocides have been incorporated into multiple materials, principally to avoid bacterial attachment. In this work, we selected

Ionic liquids: Structuration agents in a fluorinated matrix

The use of ionic liquids as functional building blocks based on pyridinium, imidazolium and phosphonium cations to achieve materials combining a structuration at nanoscale with the dramatic mechanical properties of the resulting ionomers has been successf

Nanostructuration of ionic liquids in fluorinated matrix: Influence on the mechanical properties

In this work, a new method to prepare fluorinated coatings with mechanical properties enhanced has been developed. Pyridinium, imidazolium, and phosphonium ionic liquids have been synthesized and used as new synthetic building blocks in a polytetrafluoroe

Synthesis of 1-octacosanol and GC-C-IRMS discrimination of samples from different origin

Lately, long-chain primary alcohols have been investigated in depth on account of their biological activities. In particular, 1-octacosanol (C 28H57OH), the main component of policosanol, the hypolipidaemic fatty alcohol mixture obtained from sugar cane wax, has been the subject of a multitude of pharmacological studies. The aim of this work was to search a convenient synthetic protocol for the preparation of 1-octacosanol in a gram scale. The key step was a Wittig reaction between the octadecyltriphenylphosphonium ylide and the methyl 10-oxodecanoate. Some steps were further improved by power ultrasound and microwave irradiation, either alone or in combination. Our methodology is suitable for a rapid generation of homologues by varying the chain length in the alkyl halide. Due to the high commercial value, a series of 1-octacosanol samples, either isolated from natural sources or from synthesis (different origin and suppliers), were analysed by gas chromatography-combustion-isotopic ratio mass spectrometry (GC-C-IRMS) and according to the carbon isotopic content, classified on the basis of their origin.

An expedient synthesis of 5-n-alkylresorcinols and novel 5-n-alkylresorcinol haptens

The first synthesis of bioactive long alkyl chain 5-n-alkylresorcinols, present in whole grain products, by a novel modification of the Wittig reaction is described. All the main long chain 5-n-alkylresorcinols present in rye and wheat, including C23 and C25 analogues and haptens, which have not been previously prepared, were synthesised. Microwave-promoted reactions of a semistabilized ylid and alkanals in water gave good yields in both pressurized and open systems. An alternative microwave-promoted synthesis starting from non-stabilized alkyltriphenylphosphonium salts and 3,5-dimethoxybenzaldehyde worked as well. Aqueous media were suitable for the reactions even if the starting materials were not soluble in water. The 5-n-alkylresorcinols are potential biomarkers of whole grain intake, and the new hapten derivatives of 5-n-alkylresorcinols will open the way for the immunochemical detection techniques of alkylresorcinols.

MITOCHONDRIOTROPIC PHOSPHOLIPID VESICLES

Mitochondriotropic phospholipid vesicles, i.e., mitochondriotropic liposomes, that comprise a hydrophobized amphiphilic delocalized cation, such as those comprising, e.g., a triphenylphosphonium or a guinolinium moiety, incorporated into the phospholipid

A PROCESS FOR PREPARING LONG CHAIN SATURATED OR UNSATURATED OXYGENATED COMPOUNDS

A process for preparing long chain saturated or unsaturated oxygenated compounds. The process for the preparation of long-chain saturated or unsaturated oxygenated compounds having from 20 to 36 carbon atoms, selected from the group consisting of polycosanoic acids, their alkyl esters, polycosanols and corresponding compounds having an unsaturated hydrocarbon chain comprises the operation of reacting, in accordance with the Wittig or Peterson olefination reaction, a phosphorus ylide RP(Ar)3, wherein R is a saturated or unsaturated hydrocarbon chain containing one or more ethylenic and/or acetylenic unsaturations and Ar is aryl, or the corresponding α-silylcarbanion, respectively, with an n-alkanoic acid, formylated in the terminal position, or with its corresponding alkyl ester.