Pyridinylboronic acid-functionalized organic–silica hybrid monolithic capillary for the selective enrichment and separation of cis-diol-containing biomolecules at acidic pH

•A 3-pyridinylboronic acid-functionalized hybrid monolithic column was prepared.•The monolith exhibited the lowest binding pH (4.5) to date.•The monolith showed improved affinity toward negatively charged cis-diol compounds.•The monolith exhibited anion exchange-driven secondary separation capabilit...

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Veröffentlicht in:	Journal of Chromatography A Jg. 1339; S. 103 - 109
Hauptverfasser:	Li, Daojin, Li, Qianjin, Wang, Shuangshou, Ye, Jin, Nie, Hongyuan, Liu, Zhen
Format:	Journal Article
Sprache:	Englisch
Veröffentlicht:	Amsterdam Elsevier B.V 25.04.2014 Elsevier
Schlagworte:	Acidic pH Affinity affinity chromatography Analytical chemistry Binding Biological and medical sciences Biomolecules Boronate affinity Boronic Acids - chemistry Capillarity Chemistry Chromatographic methods and physical methods associated with chromatography Chromatography Chromatography, Micellar Electrokinetic Capillary - instrumentation Chromatography, Micellar Electrokinetic Capillary - methods Cis-diol Exact sciences and technology Feasibility Studies Humans Hydrogen-Ion Concentration Investigative techniques, diagnostic techniques (general aspects) Male Medical sciences Miscellaneous. Technology Monolithic column nucleosides Nucleosides - urine Nucleotides - analysis Other chromatographic methods Pathology. Cytology. Biochemistry. Spectrometry. Miscellaneous investigative techniques Pyridines - chemistry Pyridinylboronic acid ribonucleotides risk Secondary separation Separation Silicon Dioxide - chemistry Urine Cis-diol Secondary separation Boronate affinity Acidic pH Monolithic column Pyridinylboronic acid Biological fluid Purine nucleoside Chemical analysis Chromatographic retention Micellar electrokinetic capillary chromatography Selectivity Retention time Silica Acidic solution Pyridine derivatives Chemical enrichment Surface structure Affinity adsorbent Characterization Functionalization Affinity chromatography Clinical biology Nucleoside Ribonucleotide Trace analysis Human Urine Scanning electron microscopy Adenosine Diol Healthy subject Biochemical compound Elimination Ultraviolet detector Morphology Preparation Boron Organic compounds Ribonucleoside Boronic acids
ISSN:	0021-9673, 1873-3778, 1873-3778
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Zusammenfassung:	•A 3-pyridinylboronic acid-functionalized hybrid monolithic column was prepared.•The monolith exhibited the lowest binding pH (4.5) to date.•The monolith showed improved affinity toward negatively charged cis-diol compounds.•The monolith exhibited anion exchange-driven secondary separation capability. Boronate affinity chromatography (BAC) is a unique means for the selective separation and enrichment of 1,2 and 1,3 cis-diol-containing compounds. However, conventional boronate affinity materials require a basic binding pH (usually≥8.5), which gives rise to not only inconvenience in operation but also the risk of degradation of labile compounds. Although the applicable pH has been expanded to 5.0 in recent years, the current boronate affinity materials still fail to meet the acidic pH end of frequently used biosamples, particularly urine (pH 4.5). In this study, we report a 3-pyridylboronic acid-functionalized organic–silica hybrid monolithic capillary that exhibited a binding pH of 4.5, the lowest so far in BAC. Such a binding pH enabled direct extraction of cis-diol-containing biomolecules such as nucleosides from urine samples without pH adjustment. The boronate affinity monolithic capillary showed enhanced affinity toward negatively charged cis-diol-containing analytes such as ribonucleotides. Moreover, it could function as an anion exchanger at acidic pH (∼2). The column was found to retain multiple compounds from urine, which can be assumed to be at least mostly if not entirely cis-diol-containing compounds.
Bibliographie:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	0021-9673 1873-3778 1873-3778
DOI:	10.1016/j.chroma.2014.02.084