Application of Capillary and Free-Flow Zone Electrophoresis for Analysis and Purification of Antimicrobial β-Alanyl-Tyrosine from Hemolymph of Fleshfly Neobellieria bullata

Šolínová, Veronika; Sázelová, Petra; Mášová, Alice; Jiráček, Jiřı́; Kašička, Václav

doi:10.3390/molecules26185636

Cited by 7 publications

(4 citation statements)

References 43 publications

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“…Increased sensitivity of peptide detection is achieved at ultralow UV region below 200 nm, for example, at 195 nm in the CZE analysis of antimicrobial dipeptide β-Ala-Tyr [189].…”

Section: Uv-absorptionmentioning

confidence: 99%

“…Substantial increase of preparative capacity can be achieved by the conversion of analytical CE separations into the preparative FFZE mode following the earlier developed procedures [289,290]. This approach was applied for the final purification of the antimicrobial dipeptide β-Ala-Tyr isolated from the extract of the hemolymph of larvae of the fleshfly Neobellieria bullata and separated from the other extract components by RP-HPLC [189]. In FFZE, the two remaining admixtures of this dipeptide were separated, and pure dipeptide β-Ala-Tyr was obtained.…”

Section: Micropreparative Separationsmentioning

confidence: 99%

“…For more details on miniaturized UV–vis spectrophotometric detectors in CE, see the earlier review [187] and in the recent review dealing with the current state of CE instruments including their detection systems [188]. Increased sensitivity of peptide detection is achieved at ultralow UV region below 200 nm, for example, at 195 nm in the CZE analysis of antimicrobial dipeptide β‐Ala‐Tyr [189].…”

Section: Detectionmentioning

confidence: 99%

“…Purity of the insect antimicrobial dipeptide β-alanyltyrosine (β-Ala-Tyr) isolated from the extract of the hemolymph of larvae of the fleshfly Neobellieria bullata and purified by RP-HPLC and free-flow zone electrophore-sis (FFZE) was tested by CZE in BFS capillary (50/375 µm id/od × 393/290 mm total/effective length) thermostated at 25 • C using 500 mM AcOH, pH 2.50 as BGE, 20.0 kV as separation voltage, and 195 nm as detection wavelength [189].…”

Section: Quality Control and Determination Of Puritymentioning

confidence: 99%

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Recent developments in capillary and microchip electroseparations of peptides (2021–mid‐2023)

Kašička

2023

Electrophoresis

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This review article brings a comprehensive survey of developments and applications of high‐performance capillary and microchip electromigration methods (zone electrophoresis in a free solution or in sieving media, isotachophoresis, isoelectric focusing, affinity electrophoresis, electrokinetic chromatography, and electrochromatography) for analysis, micropreparation, and physicochemical characterization of peptides in the period from 2021 up to ca. the middle of 2023. Progress in the study of electromigration properties of peptides and various aspects of their analysis, such as sample preparation, adsorption suppression, electroosmotic flow regulation, and detection, are presented. New developments in the particular capillary electromigration methods are demonstrated, and several types of their applications are reported. They cover qualitative and quantitative analysis of synthetic or isolated peptides and determination of peptides in complex biomatrices, peptide profiling of biofluids and tissues, and monitoring of chemical and enzymatic reactions and physicochemical changes of peptides. They include also amino acid and sequence analysis of peptides, peptide mapping of proteins, separation of stereoisomers of peptides, and their chiral analyses. In addition, micropreparative separations and physicochemical characterization of peptides and their interactions with other (bio)molecules by the above CE methods are described.

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“…Increased sensitivity of peptide detection is achieved at ultralow UV region below 200 nm, for example, at 195 nm in the CZE analysis of antimicrobial dipeptide β-Ala-Tyr [189].…”

Section: Uv-absorptionmentioning

confidence: 99%

Section: Micropreparative Separationsmentioning

confidence: 99%

Section: Detectionmentioning

confidence: 99%

Section: Quality Control and Determination Of Puritymentioning

confidence: 99%

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Recent developments in capillary and microchip electroseparations of peptides (2021–mid‐2023)

Kašička

2023

Electrophoresis

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Capillary electrophoresis in the analysis of therapeutic peptides—A review

Stefanik,

Majerova,

Kovac

et al. 2023

Electrophoresis

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Therapeutic peptides are a growing class of innovative drugs with high efficiency and a low risk of adverse effects. These biomolecules fall within the molecular mass range between that of small molecules and proteins. However, their inherent instability and potential for degradation underscore the importance of reliable and effective analytical methods for pharmaceutical quality control, therapeutic drug monitoring, and compliance testing. Liquid chromatography–mass spectrometry (LC–MS) has long time been the “gold standard” conventional method for peptide analysis, but capillary electrophoresis (CE) is increasingly being recognized as a complementary and, in some cases, superior, highly efficient, green, and cost‐effective alternative technique. CE can separate peptides composed of different amino acids owing to differences in their net charge and size, determining their migration behavior in an electric field. This review provides a comprehensive overview of therapeutic peptides that have been used in the clinical environment for the last 25 years. It describes the properties, classification, current trends in development, and clinical use of therapeutic peptides. From the analytical point of view, it discusses the challenges associated with the analysis of therapeutic peptides in pharmaceutical and biological matrices, as well as the evaluation of CE as a whole and the comparison with LC methods. The article also highlights the use of microchip electrophoresis, nonaqueous CE, and nonconventional hydrodynamically closed CE systems and their applications. Overall, the article emphasizes the importance of developing new CE‐based analytical methods to ensure the high quality, safety, and efficacy of therapeutic peptides in clinical practice.

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Chiral analysis of β‐alanyl‐d,l‐tyrosine and its derivatives and estimation of binding constants of their complexes with 2‐hydroxypropyl‐β‐cyclodextrin by capillary electrophoresis

Sázelová

Šolínová

Schimperková

et al. 2022

J of Separation Science

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Chiral CE methods were developed for the elucidation of l-or d-configuration of tyrosine residue in antimicrobial dipeptide β-alanyl-tyrosine (β-Ala-Tyr) isolated from the hemolymph of larvae of fleshfly Neobellieria bullata and for the evaluation of enantiopurity of its synthetic isomers (β-Ala-d-Tyr and β-Ala-l-Tyr), and enantiomers of their amidated and acetylated derivatives, β-Ala-d,l-Tyr-NH 2 and N-Ac-β-Ala-d,l-Tyr, respectively. Baseline separations were achieved for all three pairs of enantiomers: (i) for β-Ala-d,l-Tyr in acidic background electrolyte composed of 32/50 mM tris(hydroxymethyl)aminomethane/H 3 PO 4 , pH 2.5, and 20 mg/mL 2-hydroxypropyl-β-cyclodextrin as chiral selector; (ii) for β-Ala-d,l-Tyr-NH 2 enantiomers in acidic background electrolyte consisting of 48/50 mM tris(hydroxymethyl)aminomethane/H 3 PO 4 , pH 3.5, and 30 mg/mL 2hydroxypropyl-β-cyclodextrin; and (iii) for enantiomers of N-Ac-β-Ala-d,l-Tyr in alkaline background electrolyte composed of 50/49 mM Na 2 B 4 O 7 /NaOH, pH 10.5, and 60 mg/mL 2-hydroxypropyl-β-cyclodextrin. From CE analyses of mixed samples of isolated β-Ala-Tyr and synthetic standards β-Ala-l-Tyr and β-Ala-d-Tyr, it turned out that isolated β-Ala-Tyr was pure l-enantiomer. In addition, the average apparent binding constants, K b , and average actual ionic mobilities of the complexes of β-Ala-d,l-Tyr and its above derivatives with 2-hydroxypropylβ-cyclodextrin were determined. These complexes were weak, with K b values ranging from 11.2 to 79.1 L/mol. Their cationic mobilities were equal to (5.6-9.2) × 10 -9 m 2 /V/s, and anionic mobilities to (-1.3-1.6) × 10 -9 m 2 /V/s.

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Application of Capillary and Free-Flow Zone Electrophoresis for Analysis and Purification of Antimicrobial β-Alanyl-Tyrosine from Hemolymph of Fleshfly Neobellieria bullata

Cited by 7 publications

References 43 publications

Recent developments in capillary and microchip electroseparations of peptides (2021–mid‐2023)

Recent developments in capillary and microchip electroseparations of peptides (2021–mid‐2023)

Capillary electrophoresis in the analysis of therapeutic peptides—A review

Chiral analysis of β‐alanyl‐d,l‐tyrosine and its derivatives and estimation of binding constants of their complexes with 2‐hydroxypropyl‐β‐cyclodextrin by capillary electrophoresis

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