Enantioselectivity of bovine serum albumin-bonded columns produced with isolated protein fragments

Separation of drug enantiomers by liquid chromatography and capillary electrophoresis, using immobilized proteins as chiral selectors

“…But when testing other solutes, better enantioselectivities were observed with intact BSA. As expected, the loadability for benzoin was higher using BSA fragments [77]. On the contrary, BSA fragment-bonded columns prepared by Allenmark's group had less capacity and enantioselectivity than BSA-bonded columns.…”

“…As shown in Table 2, another approach based on the activation of amino-silica gels by N,N -disuccinimidyl carbonate (DSC) also permits the coupling of most proteins used as chiral selectors, via urea bonds (Scheme 4) [22,[26][27][28][29]33,34,[75][76][77][78][79]. But Karlsson's group reported that the stability of amyloglucosidase-chiral stationary phases prepared by this method was poor while the coupling to aldehyde-silica resulted in stable supports [30].…”

“…But, because of the large size of chiral selectors, the major disadvantage of protein supports is their very limited capacity compared to other CSPs. In order to increase the density of chiral recognition center(s) in the columns and to reduce the number of non-selective binding sites which could be responsible for a decrease in efficiency, protein fragments have been evaluated as immobilized chiral selectors [48,59,60,77]. Since different results have been reported by Haginaka's and Allenmark's groups, it seems that the enantioselective properties and loadability of immobilized BSA fragments for a given solute depend on both the purification method and the immobilization procedure [59,60,77].…”

Supramolecular Chiro-Biomedical Assays and Enantioselective HPLC Analyses for Evaluation of Profens as Non-Steroidal Anti-Inflammatory Drugs, Potential Anticancer Agents and Common Xenobiotics

“…However, it should be kept in mind that no tested individual system has been operated in a fully optimized manner. The selected six normal phase gradient chiral HPLC [119], h [71], i [68], j [9], k [81], l [99], m [106], n [63], o [120], p [59], r [100], s [121], t [122], u [78], w [73], x [123], y [124], z [125], gg [126], hh [114], i [90], jj [127], kk [128], ll [129], mm [130], nn [131], oo [132], pp [133], rr [134], ss [135], tt [136], uu [137], vv [138], ww [139], xx [140], zz [141], yy [94], ggg [142], hhh [143], iii [144], jjj [145], kkk [146]. For composition of mobile phases coded as f1 -f55 see Table 4.…”

HPLC Chiral Stationary Phases Produced with Isolated Human Serum Albumin Fragments

“…The intact BSA column gave higher enantioselectivity for the majority of compounds tested than did the BSA-FG75 column, while the BSA-FG75 column gave higher enantioselectivity for lorazepam and benzoin. 15 These results are due to a higher density of chiral binding sites on the BSA-FG75 column. Also, we isolated two fragments from the BSA-FG75 by anionexchange chromatography, and characterized the two fragments.…”