One-step fabrication of nitrogen-rich linear porous organic polymer-based micron-sized sphere for selective enrichment of glycopeptides

• Published in: Analytica chimica acta 2022-07, Vol.1215, p.339988-339988, Article 339988
• Main Authors: Li, Ya, Xu, Junwen, Li, Xiaowei, Ma, Shujuan, Wei, Yinmao, Ou, Junjie
• Format: Article
• Language: English
• Subjects: Flexible alkyl-amine; Glycopeptides - chemistry; Glycopeptides enrichment; Humans; Hydrogen; Hydrophobic and Hydrophilic Interactions; Intramolecular hydrogen bonding; Linear porous organic polymer; Nitrogen; Polymers - chemistry; Porosity; Symmetric functional group
• ISSN: 0003-2670; 1873-4324
• DOI: 10.1016/j.aca.2022.339988

In this work, nitrogen-rich linear porous organic polymers (POPs) were designed to improve glycopeptides enrichment efficiency in HILIC. Two kinds of novel POPs (CH-pPAL and CH-mPAL) were one-step prepared via the Schiff-base condensation reaction and intermolecular hydrogen-bonded using a flexible amine monomer (carbohydrazide, CH) to react with two aldehyde monomers, p-phthalaldehyde (pPAL) and m-phthalaldehyde (mPAL), respectively. The specific surface area of CH-pPAL and CH-mPAL was 238 and 232 m2 g−1, respectively. Based on the hydrogen-bond interaction, several narrow peaks existed in the PXRD patterns. Particularly, micron-sized spherical CH-pPAL possessed a honeycomb-like orderly tunnel structure. The contact angle of CH-pPAL and CH-mPAL severally was 35.4° and 28.8°, respectively, indicating excellent hydrophilicity of as-synthesized POPs. They both demonstrated high sensitivity and high adsorption capacity in glycopeptides enrichment. The 851 and 794 unique glycopeptides derived from 170 and 200 N-glycosylated proteins were identified after the enrichment by CH-pPAL and CH-mPAL within three independent replicates of proteins extracted from human serum, respectively. Therefore, these CH-based hydrophilic POP materials would be applied in the enrichment and identification of low-abundance N-linked glycopeptides from complicated biological samples. [Display omitted] •Nitrogen-rich linear porous organic polymers (POPs) were designed to improve glycopeptides enrichment efficiency.•One-step process prepared hydrophilicity enrichment materials.•Two kinds of novel POPs were prepared via the Schiff-base condensation reaction and intermolecular hydrogen-bonded.•They both demonstrated high sensitivity and high adsorption capacity in glycopeptides enrichment.