Amino-acid-substituted polyacetylene-based chiral core–shell microspheres: helix structure induction and application for chiral resolution and adsorption

Yin, Leilei; Duan, Huimin; Chen, Tao; Qi, Dongming; Deng, Jianping

doi:10.1039/d1py01067k

Cited by 6 publications

(6 citation statements)

References 61 publications

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“…Amino acids as natural chiral molecules were also carried out as the monomers. At the same time, the derivative of amino acids is necessary to contain the alkynyl or vinyl units for polymerization [79−81]. The group of Qi prepared chiral core–shell microspheres using l ‐alanine‐substituted polyacetylene as the shell [79].…”

Section: Design Synthesis and Application Of Helical Polymersmentioning

confidence: 99%

“…At the same time, the derivative of amino acids is necessary to contain the alkynyl or vinyl units for polymerization [79−81]. The group of Qi prepared chiral core–shell microspheres using l ‐alanine‐substituted polyacetylene as the shell [79]. Importantly, the presence of copper(II) ion contributed to a one‐handed helix validated by CD spectra.…”

Section: Design Synthesis and Application Of Helical Polymersmentioning

confidence: 99%

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Recent advances of optically active helical polymers as adsorbents and chiral stationary phases for chiral resolution

Yuan

Zhao

Wang

et al. 2023

J of Separation Science

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Chiral resolution is very important and still a big challenge due to different biological activity and same physicochemical property of one pair (R)‐ and (S)‐isomer. There is no doubt that chiral selectors are essentially needed for chiral resolution, which can stereoselectively interact with a pair of isomers. To date, a large amount of optically active helical polymers as chiral selectors have been synthesized via two strategies. First, the target helical polymers are derived from natural polysaccharide such as cellulose and amylose. Second, they can be synthesized by polymerization of chiral monomers. Alternatively, an achiral polymer is prepared first followed by static or dynamic chiral induction. Furthermore, a part of them is harnessed as chiral stationary phases for chromatographic chiral separation and as chiral adsorbents for enantioselective adsorption/crystallization, resulting in good enantioseparation efficiency. In summary, the present review will focus on recent progress of the polymers with optical activity for chiral resolution, especially the literature published in the past 10 years. In addition, development prospects and future challenges of optically active helical polymers will be discussed in detail.

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Section: Design Synthesis and Application Of Helical Polymersmentioning

confidence: 99%

Section: Design Synthesis and Application Of Helical Polymersmentioning

confidence: 99%

Recent advances of optically active helical polymers as adsorbents and chiral stationary phases for chiral resolution

Yuan

Zhao

Wang

et al. 2023

J of Separation Science

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“…Following the discovery of CPs, Alan J. Heeger, Alan G. MacDiarmid, and Hideki Shirakawa received the Nobel Prize for Chemistry in 2000 [96]. The CPs most frequently encountered in scientific research are PPy [97][98][99][100][101], PANI [102][103][104][105], PEDOT [46,[106][107][108][109], PT [110][111][112][113], and polyacetylene [114][115][116], the chemical structures of which are shown in Figure 3. This type of polymer is usually obtained by electrochemical polymerization, a process that takes place in a solution that includes the solvent, the polymerizable monomer, and the electrolyte.…”

Section: Cps and Mips Used To Determine Phe Tyr And Tryptmentioning

confidence: 99%

A Review of Sensors and Biosensors Modified with Conducting Polymers and Molecularly Imprinted Polymers Used in Electrochemical Detection of Amino Acids: Phenylalanine, Tyrosine, and Tryptophan

Dinu

Apetrei

2022

IJMS

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Recently, the studies on developing sensors and biosensors—with an obvious interdisciplinary character—have drawn the attention of many researchers specializing in various fundamental, but also complex domains such as chemistry, biochemistry, physics, biophysics, biology, bio-pharma-medicine, and bioengineering. Along these lines, the present paper is structured into three parts, and is aimed at synthesizing the most relevant studies on the construction and functioning of versatile devices, of electrochemical sensors and biosensors, respectively. The first part presents examples of the most representative scientific research focusing on the role and the importance of the phenylalanine, tyrosine, and tryptophan amino acids, selected depending on their chemical structure and their impact on the central nervous system. The second part is dedicated to presenting and exemplifying conductor polymers and molecularly imprinted polymers used as sensitive materials in achieving electrochemical sensors and biosensors. The last part of the review analyzes the sensors and biosensors developed so far to detect amino acids with the aid of conductor polymers and molecularly imprinted polymers from the point of view of the performances obtained, with emphasis on the detection methods, on the electrochemical reactions that take place upon detection, and on the electroanalytical performances. The present study was carried out with a view to highlighting, for the benefit of specialists in medicine and pharmacy, the possibility of achieving and purchasing efficient devices that might be used in the quality control of medicines, as well as in studying and monitoring diseases associated with these amino acids.

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“…In a pioneering work, Deng and coworkers explored the self-assembly of poly(acetylene)s (PAs) into chiral nanospheres via nanoprecipitation. [48][49][50] However, the relationship between the secondary structure of a PA and its aggregation capacity was not explored in these studies. In the literature, it is found that the nanostructuration of helical polymer-metal complexes (HPMCs) occurs using PPAs as helical polymers and different metal ions as crosslinking agents.…”

Section: Introductionmentioning

confidence: 99%

Size Control of Chiral Nanospheres Obtained via Nanoprecipitation of Helical Poly(phenylacetylene)s in the Absence of Surfactants

Núñez‐Martínez,

Fernández‐Míguez,

Quiñoá

et al. 2024

Angewandte Chemie

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Nanostructuration of dynamic helical polymers such as poly(phenylacetylene)s (PPAs) depends on the secondary structure adopted by the polymer and the functional group used to connect the chiral pendant to the PPA backbone. Thus, while PPAs with dynamic and flexible scaffolds (para‐ and meta‐substituted, ω1< 165º) generate by nanoprecipitation low polydisperse nanospheres with controllable size at different acetone/water mixtures, those with a quasi‐static behavior and the presence of an extended, almost planar structure (ortho‐substituted, ω1> 165º), aggregate into a mixture of spherical and oval nanostructures whose size is not controlled. Photostability studies show that poly(phenylacetylene) particles are more stable to light irradiation than when dissolved macromolecularly. Moreover, the photostability of the particle depends on the secondary structure of the PPA and its screw sense excess. This fact, in combination with the encapsulation ability of these polymer particles, allows the creation of light stimuli‐responsive nanocarriers, whose cargo can be delivered by light irradiation.

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Amino-acid-substituted polyacetylene-based chiral core–shell microspheres: helix structure induction and application for chiral resolution and adsorption

Abstract: The chiral composite materials were synthesized by the helical polymers directly compounded with the substrate at present, due to changes in chemical bonds and steric hindrance during the compounding process...

Cited by 6 publications

References 61 publications

Recent advances of optically active helical polymers as adsorbents and chiral stationary phases for chiral resolution

Recent advances of optically active helical polymers as adsorbents and chiral stationary phases for chiral resolution

A Review of Sensors and Biosensors Modified with Conducting Polymers and Molecularly Imprinted Polymers Used in Electrochemical Detection of Amino Acids: Phenylalanine, Tyrosine, and Tryptophan

Size Control of Chiral Nanospheres Obtained via Nanoprecipitation of Helical Poly(phenylacetylene)s in the Absence of Surfactants

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