Purification of N-acetylgalactosamine-modified-oligonucleotides using orthogonal anion-exchange and mixed-mode chromatography approaches

Kazarian, Artaches A.; Barnhart, Wesley W.; Long, Jason; Sham, Kelvin; Wu, Bin; Murray, Justin K.

doi:10.1016/j.chroma.2021.462679

Cited by 9 publications

(4 citation statements)

References 43 publications

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“…Mixed-mode stationary phases have also been used for purifying medium-size compounds, such as synthetic oligonucleotides, which have numerous anionic phosphate linkages [25]. Chemically modified oligonucleotides have been developed as therapeutics.…”

Section: Discussionmentioning

confidence: 99%

“…Chemically modified oligonucleotides have been developed as therapeutics. Although synthetic oligonucleotides are typically analyzed by reversed-phase HPLC using volatile ion-pairing agent-supplemented mobile phases [26], a mixed-mode stationary phase (Scherzo ® SS-C18) was found to be useful for the analysis of N-acetylgalactosaminemodified small interfering ribonucleic acids [25] and ionized medium-size compounds, such as oligonucleotides.…”

Section: Discussionmentioning

confidence: 99%

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Use of Commercial Mixed-Mode Stationary Phases and Sorbents in the High-Performance Liquid Chromatography Analysis and Solid-Phase Extraction of Ionized and Hydrophilic Bioactive Compounds

Fukushima,

Koishi,

Sakamoto

et al. 2024

Molecules

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Mixed-mode high-performance liquid chromatography (HPLC) is increasingly used for the analysis of ionic and highly hydrophilic drugs, which are difficult to separate by conventional single-mode HPLC. In the former case, chromatographic separation is achieved using one of the several commercially available mixed-mode stationary phases, typically combinations of reversed and ion-exchange phases. Moreover, mixed-mode stationary phases can be used as solid-phase extraction (SPE) sorbents. This review focuses on the recent applications of mixed-mode stationary phases in the chromatographic analysis of bioactive compounds, such as drugs, herbicides, and pesticides. Specifically, we briefly summarize HPLC methods utilizing mixed-mode stationary phases and SPE pretreatment procedures utilizing mixed-mode sorbents developed in the last decade, thus providing a reference work for overcoming the difficulties in analyzing ionized or hydrophilic drugs by conventional reversed-phase chromatography.

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Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Use of Commercial Mixed-Mode Stationary Phases and Sorbents in the High-Performance Liquid Chromatography Analysis and Solid-Phase Extraction of Ionized and Hydrophilic Bioactive Compounds

Fukushima,

Koishi,

Sakamoto

et al. 2024

Molecules

View full text Add to dashboard Cite

show abstract

“… 4 − 6 Therefore, the technique has been widely used in the preparative separation of many biochemical products, including amino acids, nucleosides, peptides, and so on. 7 − 9 …”

Section: Introductionmentioning

confidence: 99%

“…Mixed-mode chromatography is a new chromatographic separation technique. The adsorbents used in the separation technique contain specially designed ligands, which can interact with adsorbates via two or more interaction forces, including hydrogen bond, hydrophobic interaction, electrostatic force, and so forth. − Compared with the traditional single-mode chromatographic separation techniques, including ion-exchange chromatography, hydrophobic interaction chromatography, and hydrophilic interaction chromatography, mixed-mode chromatography has significant advantages such as high adsorption capacity, strong salt tolerance, mild elution, and regeneration conditions. − Therefore, the technique has been widely used in the preparative separation of many biochemical products, including amino acids, nucleosides, peptides, and so on. − …”

Section: Introductionmentioning

confidence: 99%

Simulation of Adsorption Process of l-Tryptophan on Mixed-Mode Resin HD-1 with Combined Physical Adsorption and Ion Exchange

et al. 2022

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The mass-transfer process of l -tryptophan ( l -Trp) in the hydrophobic interaction/ion-exchange mixed-mode resin HD-1 particles and fixed bed was studied experimentally and theoretically. The adsorption kinetics of l -Trp in single-component and multicomponent adsorption systems was investigated under different pH conditions. The co-adsorption of sodium ions (Na + ) and l -Trp anions was found to be negligible. A modified liquid-film linear driving force model considering the physical adsorption of l -Trp zwitterions and anions as well as ion exchange of l -Trp cations was proposed. The dissociation equilibria of l -Trp molecules and functional groups on the resin were introduced in the model. The model could well fit the kinetic adsorption curves of l -Trp at different pH values. The presence of Na + and the impurity amino acid l -glutamic acid ( l -Glu) did not significantly affect the mass-transfer rate of l -Trp. The dynamic adsorption processes of l -Trp under different pH and concentration conditions were studied. A modified transport-dispersive model considering axial diffusion, liquid-film mass transfer, and a combined physical adsorption and ion-exchange equilibrium was established, which could predict the adsorption breakthrough curves of l -Trp well. During the dynamic adsorption process, the pH of mobile phase in the fixed bed changed with changing the l -Trp concentration in the mobile phase. l -Trp was well separated from Na + and l -Glu with the purity of l -Trp higher than 99%, the recovery rate higher than 95%, and a concentration of 4.69 × 10 –3 mol/L. The elution chromatographic peaks of l -Trp, l -Glu, and Na + and the pH of the outlet solution were predicted satisfactorily.

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Basic principles for the selection of liquid chromatographic modes for specific applications

Calderón¹,

Lämmerhofer²

2023

Liquid Chromatography

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Purification of N-acetylgalactosamine-modified-oligonucleotides using orthogonal anion-exchange and mixed-mode chromatography approaches

Cited by 9 publications

References 43 publications

Use of Commercial Mixed-Mode Stationary Phases and Sorbents in the High-Performance Liquid Chromatography Analysis and Solid-Phase Extraction of Ionized and Hydrophilic Bioactive Compounds

Use of Commercial Mixed-Mode Stationary Phases and Sorbents in the High-Performance Liquid Chromatography Analysis and Solid-Phase Extraction of Ionized and Hydrophilic Bioactive Compounds

Simulation of Adsorption Process of l-Tryptophan on Mixed-Mode Resin HD-1 with Combined Physical Adsorption and Ion Exchange

Basic principles for the selection of liquid chromatographic modes for specific applications

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