A novel click chitooligosaccharide for hydrophilic interaction liquid chromatography

Abstract

A novel chitooligosaccharide stationary phase for hydrophilic interaction liquid chromatography (HILIC) was developed via click chemistry and showed great HILIC characteristics on separation of polar compounds and enrichment of glycopeptides.

In-column “click” preparation of hydrophobic organic monolithic stationary phases for protein separation

“…Owing to its broad chemical orthogonality and versatility, the CuAAC implementation of "click chemistry" has been utilized in diverse disciplines ranging from materials science and nanotechnology to drug discovery and pharmacology [18,19]. The CuAAC reaction has been used to prepare stationary phases by immobilization of different functional groups onto organic/inorganic HPLC packing materials [20][21][22][23][24]. Recently, some research employing this "click" strategy for functionalization of monolithic stationary phases were reported.…”

A novel silica based click lysine anion exchanger for ion exchange chromatography

“…In some cases, the key azido intermediates were synthesized from transferring the amino group to corresponding azido group by using a diazotransfer reagent under mild conditions. [35][36][37] By the same strategy, the azido lysine was prepared from commercially available L-Boc lysine. The click between the terminal alkyne-silica gel and azido lysine in the presence of Cu(I) catalyst afforded lysine functionalized stationary phase, which was packed as the column.…”

“…In our previous work, we have prepared several functionalized stationary phases for separation of highly polar compounds and glycopeptides enrichment in HILIC mode, for the separation of complex samples with 2-dimensional LC. [35][36][37] In these cases, an efficient, inexpensive and shelf-stable diazotransfer reagent (imidazole-1-sulfonyl azide hydrochloride) was used to transfer the amino groups to corresponding azido group under very mild conditions, 38 which allowed access to obtain key multifunctional azide intermediates. All these stationary phases prepared by click chemistry showed good chromatographic characteristics in the separation of polar compounds and complex samples with 2-dimensional LC, as well as in glycopeptides enrichment.…”

Click aspartic acid as H ILIC SPE material for selective enrichment of N-linked glycopeptides

“…Preparation of novel HILIC materials is an important way to solve this issue. Recently we have developed several kinds of HILIC materials via click chemistry method [15][16][17][18][19][20]. Among them, Click maltose, Click OEG-CD and Click carboxylic acid (CA) were successfully used to enrich glycopeptides [15,18,19].…”