Ring‐Opening Polymerization with Synergistic Co‐monomers: Access to a Boronate‐Functionalized Polymeric Monolith for the Specific Capture of <i>cis</i>‐Diol‐Containing Biomolecules under Neutral Conditions

Ren, Lianbing; Liu, Zhen; Liu, Yunchun; Dou, Peng; Chen, Hong‐Yuan

doi:10.1002/anie.200902469

Cited by 195 publications

(85 citation statements)

References 32 publications

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“…The resulting monoliths were converted poly (NBE-CH 2 Br) chains into weak anion exchangers via reaction with diethyl amine, demonstrating relatively high ion exchange capacity and allowing for fast and highly efficiency separation of double-stranded DNA fragments. Additionally, ring-opening polymerization has also been adopted to prepare the organic monoliths by using epoxycontained monomers and diamines [89,90]. More recently, we [91] utilized a POSS reagent of octaglycidyldimethylsilyl POSS (POSS-epoxy) (Fig.…”

Section: Other Polymerization Approaches Of Monomers Containing Silanesmentioning

confidence: 99%

Recent advances in preparation and application of hybrid organic‐silica monolithic capillary columns

Lin

Zhang

et al. 2012

Electrophoresis

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Hybrid organic-silica monolithic columns, regarded as a second generation of silica-based monoliths, have received much interest due to their unique properties over the pure silicabased monoliths. This review mainly focuses on development in the fields of preparation of hybrid monolithic columns in a capillary and their application for CEC and capillary liquid chromatography separation, as well as for sample pretreatment of solid-phase microextraction and immobilized enzyme reactor since July 2010. The preparation approaches are comprehensively summarized with three routes: (i) general sol-gel process using trialkoxysilanes and tetraalkoxysilanes as coprecursors; (ii) "one-pot" process of alkoxysilanes and organic monomers concomitantly proceeding sol-gel chemistry and free radical polymerization; and (iii) other polymerization approaches of organic monomers containing silanes. The modification of hybrid monoliths containing reactive groups to acquire the desired surface functionality is also described.

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Section: Other Polymerization Approaches Of Monomers Containing Silanesmentioning

confidence: 99%

Recent advances in preparation and application of hybrid organic‐silica monolithic capillary columns

Lin

Zhang

et al. 2012

Electrophoresis

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“…Boronic acid functionalized monoliths have recently gained rising attentions [30][31][32][33][34][35][36][37][38][39][40][41][42][43][44][45][46], and a lots of attempts have been made to design boronate affinity monolith with desired properties for glycoproteomic researches. A variety of boronate affinity monoliths have been developed for specific capture of glycopeptides and glycoproteins [38][39][40][41][42][43][44].…”

Section: Introductionmentioning

confidence: 99%

“…A lowered binding pH not only is favorable for protecting the hybrid monolith, but also can avoid the risk of protein degradation when applied monolith to separations of glycoproteins. A number of strategies have been proposed to reduce the binding pH [34,35,41,42], and the resulted boronate affinity monoliths exhibit excellent specificity toward cis-diol-containing biomolecules under neutral conditions. A hybrid boronate affinity monolith was subsequently reported by Liu [45], which exhibited selectivity of cis-diol containing compounds under neutral pH conditions.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of boronate-silica hybrid affinity monolith via a one-pot process for specific capture of glycoproteins at neutral conditions

Yang

Mao

et al. 2013

Anal Bioanal Chem

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In this study, a boronate-silica hybrid affinity monolith was prepared for specific capture of glycoproteins at neutral pH condition. The monolith was synthesized via a facile one-pot procedure in a stainless steel column by concurrently mixing hydrolyzed alkoxysilanes tetramethoxysilane and vinyltrimethoxysilane, organic monomer 3-acrylamidophenylboronic acid and initiator 2,2′-azobisisobutyronitrile together. The polycondensation of alkoxysilanes and copolymerization of organic monomer and vinyl-silica monolith were carried out successively by reacting at different temperatures. After optimizing the preparation conditions, the resulting hybrid affinity monolith was systematically characterized and exhibited excellent affinity to both cis-diol-containing small molecules and glycoproteins at neutral and physiological pH, including adenosine, horseradish peroxidase, transferrin and ovalbumin. The binding capacity of ovalbumin on monolith was measured to be 2.5 mg g −1 at pH 7.0. Furthermore, the hybrid affinity monolith was applied to the separation of transferrin from bovine serum sample at a physiological condition. Good repeatability was obtained and the relative standard deviations of retention time were 1.15 and 4.77 % (n=5) for run-torun and column-to-column, respectively.

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“…In response to this, a new approach to preparing boronate-functionalized polymeric monoliths was proposed via ring-opening polymerization with synergistic co-monomers. Through this approach, great selectivity was achieved under neutral conditions [195]. The approach was exemplified by the work that prepared a boronic acid functionalized monolithic capillary by in situ free radical polymerization of 4-(3-butenylsulfonyl) phenyl-boronic acid (BSPBA) as functional monomer.…”

Section: Boronate Affinitymentioning

confidence: 99%

Development of Monolithic Column Materials for the Separation and Analysis of Glycans

Alla

Stine

2015

Chromatography

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Monolithic column materials offer great advantages as chromatographic media in bioseparations and as solid-supports in biocatalysis. These single-piece porous materials have an interconnected ligament structure that limits the void volume inside the column, thus increasing the efficiency without sacrificing the permeability. The preparation of monolithic materials is easy, reproducible and has available a wide range of chemistries to utilize. Complex, heterogeneous and isobaric glycan structures require preparation methods that may include glycan release, separation and enrichment prior to a comprehensive and site-specific glycosylation analysis. Monolithic column materials aid that demand, as shown by the results reported by the research works presented in this review. These works include selective capture of glycans and glycoproteins via their interactions with lectins, boronic acids, hydrophobic, and hydrophilic/polar functional groups on monolith surfaces. It also includes immobilization of enzymes trypsin and PNGase F on monoliths to digest and deglycosylate glycoproteins and glycopeptides, respectively. The use of monolithic capillary columns for glycan separations through nano-liquid chromatography (nano-LC) and capillary electrochromatography (CEC) and coupling these columns to MS instruments to create multidimensional systems show the potential in the development of miniaturized, high-throughput and automated systems of glycan separation and analysis.

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Ring‐Opening Polymerization with Synergistic Co‐monomers: Access to a Boronate‐Functionalized Polymeric Monolith for the Specific Capture of cis‐Diol‐Containing Biomolecules under Neutral Conditions

Cited by 195 publications

References 32 publications

Recent advances in preparation and application of hybrid organic‐silica monolithic capillary columns

Recent advances in preparation and application of hybrid organic‐silica monolithic capillary columns

Synthesis of boronate-silica hybrid affinity monolith via a one-pot process for specific capture of glycoproteins at neutral conditions

Development of Monolithic Column Materials for the Separation and Analysis of Glycans

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