News

05/10/2020

Growing potential of continuous flow Olefin Metathesis with Apeiron’s catalysts

Our catalysts have been tested for continuous RCM (ring closing metathesis) in an innovative, scalable membrane pervaporation procedure. In the publication entitled “A Scalable Membrane Pervaporation Approach for Continuous Flow Olefin Metathesis” the authors have proposed a selective permeation of ethylene byproduct from metathetical process using a continuous membrane reactor.

The technology developed by the authors solves two problems usually affecting the RCM reaction, having a significant impact on its efficiency – decomposition of the catalyst due to the lack of continuous removal of ethylene from the reaction medium and poor reproducibility at the production level caused by unreliable scalability of the process.

The presented continuous RCM platform utilizing membrane pervaporation proved to be considerably more efficient than a sealed tubular reactor and was successfully applied to the RCM of small, medium, and large rings. Apeiron’s catalysts: Nitro-Grela (AS2032), Nitro-Grela-I2 (AS2052) and UltraNitroCat (AS2091) were used by Breen and co-workers in this transformation showing great results especially in terms of selectivity, efficiency and catalyst loading.

This work was performed by the experts in the field of continuous flow reactions SnapDragon Chemistry. Thank you for this outstanding work.

For more details, please consult: https://pubs.acs.org/doi/full/10.1021/acs.oprd.0c00061#

25/08/2020

Another promising application of Apeiron’s catalyst – AquaMet published in “Polymers”

The research presented in the article “Optimization of Ring-Opening Metathesis Polymerization (ROMP) under Physiologically Relevant Conditions” aimed to improve a ROMP methodology for applying it to the  synthesis of cell- and protein-polymer conjugates for novel therapeutic biologics. The authors have described Ring-Opening Metathesis Polymerization (ROMP) under aqueous and physiological conditions as an attractive, improving sustainability and minimizing environmental impact technology, suitable for novel biological transformations. Church and coworkers chose to use our commercially available, well-defined for precise catalyst loading, water-soluble catalyst – AquaMet, and have made efforts to optimize variables such as chloride concentration and pH to enhance the efficiency of ROMP in neat water.

This work have proved that efficient polymerization in aqueous media, with fast initiation and high monomer conversion is achievable even at room temperature, near physiologically relevant pH and without the use of organic co-solvents.

Furthermore, the authors have demonstrated that the addition of chloride in solution has a profound effect on polymerization in an aqueous environment, ensuring high monomer conversion and well-controlled molecular weight of polymers.

We hope that these conclusions will prove to be a significant step towards utilizing the aqueous ROMP under biological conditions in the presence of structures such as cells, proteins, peptides or acid-sensitive functional groups.

If you would like to find out more details about the results of this study, please visit:

https://pubs.rsc.org/en/content/articlelanding/2020/PY/D0PY00716A#!divAbstract

29/05/2020

A novel application of our efficient scavenger and quenching agent – SnatchCat shown in the recent publication.

Szczepaniak et al. have reported a study on quenching and effective removal of copper residues after Cu/TEMPO-catalyzed aerobic alcohol oxidation (Stahl oxidation) and atom transfer radical polymerization (ATRP). The article was published in Chemical Science and the study is based on Apeiron’s commercially available product – SnatchCat (1,4-bis(3-isocyanopropyl)piperazine).

The results presented in this study showed that SnatchCat can be used as a highly efficient copper scavenger in the purification of Cu/TEMPO alcohol aerobic oxidation products, being able to purify both small and macromolecules. It can also be used for polymers purification produced by Cu-catalyzed ATRP. Referring to both analyzed reactions, the addition of SnatchCat followed by the application of simple purification protocols resulted in very low Cu content below 5 ppm in isolated aldehydes as well as in polymers, even after ATRP with high catalyst loading.

Another advantage of our product exhibited therein, is that it rapidly stops copper-mediated reactions, facilitating the kinetic studies and reaction design or copper removal by filtration. Moreover, the authors also demonstrated that SnatchCat could be successfully used to prevent side reactions. It completely prevented the Glaser coupling under oxidative conditions occurring during polymers workup.

The cytotoxicity of Apeiron’s scavenger and quenching agent has also been examined. Although isocyanide proved to be moderately cytotoxic, it could be easily neutralized by acid hydrolysis.

If you would like to learn more about the applicability of SnatchCat in two fundamental reactions catalyzed by copper complexes, please refer to the whole open access article here.

16/04/2020

SBA-15 supported FixCat used for the metathetic synthesis of stilbene and chalcone inhibitors of Influenza A virus.

Interesting application of Apeiron’s catalyst – FixCat has been reported by Bizzarri et al. in the new article published in ‘Catalysts’. The article entitled ‘Synthesis of Stilbene and Chalcone Inhibitors of Influenza A Virus by SBA-15 Supported Hoveyda-Grubbs Metathesis’ proves that FixCat/SBA-15 is an efficient heterogenous catalyst for the synthesis of stilbene and chalcone derivatives with biological activity against Influenza A virus via different types of olefin metathesis reactions.

Despite of the catalyst immobilization on eco-compatible and stable support, the activity and selectivity of FixCat/SBA-15 was at a comparable level to the homogenous counterpart in all of the types of metathesis reactions tested. The heterogenized catalyst was stable retaining its reactivity during the recycles with satisfactory substrate conversion and product yielding.
Noteworthy, antiviral activity exhibited by the derivatives obtained had significant IC50 values ​​and mainly involved the early stage of the virus-replication life-cycle, such as transcription or viral uncoating.

Demonstrated stilbene and chalcone inhibitors could be an alternative to currently available antiviral compounds against influenza A virus.

The full version of the aforementioned article is available online here.

01/04/2020

COVID-19 Statement – We are still here for you!

Dear customers and business partners,

Apeiron Synthesis S.A. would like to inform you that for the sake of the protection of our employees’ health and safety and in order to minimize the risk of Sars-CoV-2 spreading, most of our team is currently moving to the remote work system.

Due to the above, the availability of phone contact with our team may be limited. If possible, we recommend choosing an email contact. However, we would like to assure that we fully understand the needs of our customers and we endeavor to keep our operations running smoothly. All orders are still being accepted and processed normally. We also encourage you to submit technical and offer inquiries – our representatives are at our customer’s disposal to assist them in any matter.

We continue to monitor the situation and will notify you of any significant changes affecting Apeiron’s operation.

Moreover, as a responsible company, we must take action and lead by example to help our local community. Apeiron is actively participating in the fight against ‘coronavirus’ by donating personal protection equipment to local hospitals.

We wish you continued good health and we believe that soon we will overcome this crisis together.

Stay safe!

Michał Bieniek PhD, CEO

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