80901-86-6

Upstream product

• 98435-52-0 6-thiocyanatohexan-1-ol 
• 1633-78-9 6-mercapto-1-hexanol 
• 4286-55-9 1-bromo-6-hexanol 

Downstream Products

• 1019205-82-3 C₁₀₀H₁₀₂O₆ 
• 1019205-83-4 C₁₀₀H₁₀₂O₆ 
• 148254-18-6 6-({6-[bis(4-methoxyphenyl)phenylmethoxy]hexyl}disulfanyl)hexan-1-ol 
• 1642135-22-5 C₁₃H₂₀OS₂ 
• 148254-21-1 C₄₂H₆₁N₂O₅PS₂ 

Relevant academic research and scientific papers

Green Aerobic Oxidation of Thiols to Disulfides by Flavin-Iodine Coupled Organocatalysis

Coupled catalysis using a riboflavin-derived organocatalyst and molecular iodine successfully promoted the aerobic oxidation of thiols to disulfides under metal-free mild conditions. The activation of molecular oxygen occurred smoothly at room temperature through the transfer of electrons from the iodine catalyst to the biomimetic flavin catalyst, forming the basis for a green oxidative synthesis of disulfides from thiols.

COMPOSITIONS CONTAINING NUCLEIC ACID NANOPARTICLES WITH MODULAR FUNCTIONALITY

The invention provides compositions containing cargo molecules attached to elements that improve the function of the cargo molecules in the body of a subject. The compositions are useful for therapeutic and diagnostic purposes. Furthermore, the invention outlines ways in which these compositions can be produced; the core molecule can be functionalized, via bioorthogonal click chemistry, in such a way as to impart modular characteristics. This functionalization simultaneously allows for loading of biologically relevant cargo and provides stabilization to the overall structure of the molecule.

NOVEL COMPOUND AND SENSOR CHIP INCLUDING THE SAME

PROBLEM TO BE SOLVED: To provide a compound that can be immobilized to inorganic matter to make a sensor chip, the compound exhibiting supramolecular interaction. SOLUTION: The present disclosure provides a cucurbit [n]uril derivative, for example, illustrated by the following formula (where n is 5-20). SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

Organotitanium nucleophiles in asymmetric cross-coupling reaction: Stereoconvergent synthesis of chiral α-cf3 thioethers

Asymmetric Ni-catalyzed cross-coupling reactions have become a very attractive tool for the stereoselective construction of valuable organic chiral materials. While various nucleophiles are used in such transformation, organotitanium(IV) has not been used before. Herein we demonstrate, for the first time, that organotitanium species can serve as efficient coupling partners in asymmetric cross-couplings, which have proven to be beneficial, compared to the commonly used organomagnesium and organozinc counterparts. This principle is exemplified by the first asymmetric catalytic synthesis of CF3-substituted thioethers via a Ni-catalyzed stereoconvergent cross-coupling reaction. Thioether moieties and their derivatives are common motifs in many biologically active compounds, and their enantioenriched fluorinated analogs should be of great interest in the search for novel drugs and agrichemicals.

Organocatalytic visible light induced S-S bond formation for oxidative coupling of thiols to disulfides

In this work, we developed a visible light induced oxidative coupling of thiols into the corresponding disulfides in a process catalyzed by an inexpensive and non hazardous Rose Bengal dye. Our optimization study revealed that the use of Rose Bengal catal

Dynamic disulfide metathesis induced by ultrasound

The reversible metathesis of disulfide bonds is generally induced by a combination of a reducing agent and base or by irradiation with ultraviolet light. Here we report that ultrasound irradiation is suitable for generating clean equilibrium mixtures of disulfides within one hour or one day, depending on the sonication source. Preliminary mechanistic investigations suggest that the solvent plays an active role in producing initiator radicals.

Reversibility of the thia-Michael reaction of cytotoxic C5-curcuminoid and structure-activity relationship of bis-thiol-adducts thereof

C5-curcuminoids [a.k.a. bis(arylmethylidene)acetones] are curcumin analogues bearing a reactive cross-conjugated dienone structure essential for eliciting cytotoxicity. To gain insight into the mode of action of C5-curcuminoids, we investigated the reversibility of the thia-Michael reaction of 1,5-bis(3,5-bis(methoxymethoxy)phenyl)-1,4-pentadiene-3-one, named GO-Y030 which is the most potent cytotoxic C5-curcuminoid, using spectroscopic methods. A panel of GO-Y030-bis-thiol-adducts were synthesized and the structure-reactivity relationship regarding the retro thia-Michael reaction as well as the cell growth inhibitory activity against human colon cancer HCT116 were evaluated. Some C5-curcuminoid thiol-adducts exhibited comparable cytotoxicity with GO-Y030, demonstrating their potential use as prodrugs. These results imply that C5-curcuminoids elicit cytotoxicity by covalently interacting with various biothiols via a reversible thia-Michael reaction.

Synthesis of proton caged disulphide compounds for gold nanoparticle functionalization

The pH plays a fundamental role in many biological systems, and it is important to be capable of monitoring and manipulating it. A method for intracellular pH control has been recently developed based on a proton caged compound (PCC), which releases protons upon irradiation with light of proper wavelength. Intracellular modulation of PCC uptake can be achieved by gold nanosized vectors. This, however, is conditioned by the possibility of conjugating PCCs and vectors. Here, we present the synthesis of purposely designed proton caged disulphide sulphonyl urethanes, which bind gold nanoparticles through the disulphide bridge and display photoreactivity through an o-nitrophenyl moiety. The new compounds have been characterized by FTIR, 1H NMR, TEM and TGA and their photoreactivity in the UV range has been probed, after functionalizing them with gold nanoparticles.

Hypervalent iodine(III)-promoted metal-free S-H activation: An approach for the construction of S-S, S-N, and S-C bonds

The activation of the sulfur atom of thiols with (diacetoxyiodo)benzene (DIB) has been explored in the preparation of symmetrical disulfides and sulfenamides. Disulfides can be produced in excellent yields (75-95%) upon treatment of thiols with DIB. The reaction was complete in less than five minutes at room temperature. Aliphatic, aromatic, and heteroaromatic thiols are compatible with this transformation. Moreover, heteroaromatic disulfides obtained from heteroaromatic thiols further reacted with a nucleophilic amine in the presence of a base to provide the corresponding sulfenamides in fair to good yields (43-90%) in a one-pot fashion. The methodology was successfully extended to indole as a representative electron-rich aromatic compound, which allowed successful construction of a S-C bond in one pot. The key benefits of this reaction include lower toxicity, low cost of DIB reagent, and mild reaction conditions (room temperature, undried solvents and open flask).

PATHWAY SPECIFIC ASSAYS FOR PREDICTING IRRITABLE BOWEL SYNDROME DIAGNOSIS

The present invention provides antibodies and methods for preparing antibodies to metabolites in the serotonin, tryptophan, kynurenine pathways. The prepared antibodies have low cross-reactivity to related metabolites, and are useful reagents for specific and sensitive immunoassays The present invention also provides stable derivatives of various metabolites and short chain fatty acids. The derivative can be conjugated to a biomolecule such as a carrier protein and combined with an adjuvant to stimulate an immune response. The derivatives can also be conjugated to other biomolecules.