Penetrable silica microspheres for immobilization of bovine serum albumin and their application to the study of the interaction between imatinib mesylate and protein by frontal affinity chromatography
详细信息    查看全文
  • 作者:Liyun Ma ; Jing Li ; Juan Zhao ; Han Liao ; Li Xu…
  • 关键词:Chiral analysis ; Penetrable silica microspheres ; Bovine serum albumin ; Imatinib mesylate ; Frontal affinity chromatography
  • 刊名:Analytical and Bioanalytical Chemistry
  • 出版年:2016
  • 出版时间:January 2016
  • 年:2016
  • 卷:408
  • 期:3
  • 页码:805-814
  • 全文大小:611 KB
  • 参考文献:1.Pesek JJ, Matyska MT (2005) Hydride-based silica stationary phases for HPLC: Fundamental properties and applications. J Sep Sci 28:1845–1854CrossRef
    2.Kurganov A, Trüdinger U, Isaeva T, Unger K (1996) Native and modified alumina, titania and zirconia in normal and reversed-phase high-performance liquid chromatography. Chromatographia 42:17–222CrossRef
    3.Wei J-X, Shi Z-G, Chen F, Feng Y-Q, Guo Q-Z (2009) Synthesis of penetrable macroporous silica spheres for high-performance liquid chromatography. J Chromatogr A 1216:7388–7393CrossRef
    4.Fekete S, Schappler J, Veuthey J-L, Guillarme D (2014) Current and future trends in UHPLC. TrAC Trends Anal Chem 63:2–13CrossRef
    5.Borges EM, Rostagno MA, Meireles MAA (2014) Sub-2 μm fully porous and partially porous (core–shell) stationary phases for reversed phase liquid chromatography. RSC Adv 4:22875–22887CrossRef
    6.Gumustas M, Kurbanoglu S, Uslu B, Ozkan SA (2013) UPLC versus HPLC on drug analysis: advantageous, applications and their validation parameters. Chromatographia 76:1365–1427CrossRef
    7.González-Ruiz V, Olives AI, Martín MA (2015) Core-shell particles lead the way to renewing high-performance liquid chromatography. TrAC Trends Anal Chem 64:17–28CrossRef
    8.Dong MW, Zhang K (2014) Ultra-high-pressure liquid chromatography (UHPLC) in method development. TrAC Trends Anal Chem 63:21–30CrossRef
    9.Zhang H, Hardy GC, Rosseinsky MJ, Cooper AI (2003) Uniform emulsion-templated silica beads with high pore volume and hierarchical porosity. Adv Mater 15:78–81CrossRef
    10.Shi Z-G, Feng Y-Q (2008) Synthesis and characterization of hierarchically porous silica microspheres with penetrable macropores and tunable mesopores. Microporous Mesoporous Mater 116:701–704CrossRef
    11.Zhang C, Li J, Xu L, Shi Z-G (2012) Fast immobilized liposome chromatography based on penetrable silica microspheres for screening and analysis of permeable compounds. J Chromatogr A 1233:78–84CrossRef
    12.Yin C-R, Ma L-Y, Huang J-G, Xu L, Shi Z-G (2013) Fast profiling ecotoxicity and skin permeability of benzophenone ultraviolet filters using biopartitioning micellar chromatography based on penetrable silica spheres. Anal Chim Acta 804:321–327CrossRef
    13.Ascoli GA, Domenici E, Bertucci C (2006) Drug binding to human serum albumin: abridged review of results obtained with high-performance liquid chromatography and circular dichroism. Chirality 18:667–679CrossRef
    14.Hage DS, Jackson A, Sobansky MR, Schiel JE, Yoo MJ, Joseph KS (2009) Characterization of drug–protein interactions in blood using high-performance affinity chromatography. J Sep Sci 32:835–853CrossRef
    15.Hage DS, Anguizola JA, Jackson AJ, Matsuda R, Papastavros E, Pfaunmiller E, Tong Z, Vargas-Badilla J, Yoo MJ, Zheng X (2011) Chromatographic analysis of drug interactions in the serum proteome. Anal Methods 3:1449–1460CrossRef
    16.Vuignier K, Schappler J, Veuthey J-L, Carrupt P-A, Martel S (2010) Drug–protein binding: a critical review of analytical tools. Anal Bioanal Chem 398:53–66CrossRef
    17.Schiel JE, Hage DS (2009) Kinetic studies of biological interactions by affinity chromatography. J Sep Sci 32:1507–1522CrossRef
    18.Hage DS (2002) High-performance affinity chromatography: a powerful tool for studying serum protein binding. J Chromatogr B 768:3–30CrossRef
    19.Cohen MH, Williams G, Johnson JR, Duan J, Gobburu J, Rahman A, Benson K, Leighton J, Kim SK, Wood R, Rothmann M, Chen G, Khin MU, Staten AM, Pazdur R (2002) Approval summary for imatinib mesylate capsules in the treatment of chronic myelogenous leukemia. Clin Cancer Res 8:935–942
    20.Buchdunger E, Cioffi CL, Law N, Stover D, Ohno-Jones S, Druker BJ, Lydon NB (2000) Abl protein-tyrosine kinase inhibitor STI571 inhibits in vitro signal transduction mediated by c-Kit and platelet-derived growth factor receptors. J Pharmacol Exp Ther 295:139–145
    21.Fiore M, Palassini E, Fumagalli E, Pilotti S, Tamborini E, Stacchiotti S, Pennacchioli E, Casali PG, Gronchi A (2009) Preoperative imatinib mesylate for unresectable or locally advanced primary gastrointestinal stromal tumors (GIST). EJSO 35:739–745CrossRef
    22.Kim HS, Wainer IW (2008) Rapid analysis of the interactions between drugs and human serum albumin (HSA) using high-performance affinity chromatography (HPAC). J Chromatogr B 870:22–26CrossRef
    23.Kim HS, Mallik R, Hage DS (2006) Chromatographic analysis of carbamazepine binding to human serum albumin II. Comparison of the schiff base and N-hydroxysuccinimide immobilization methods. J Chromatogr B 837:138–146CrossRef
    24.Chen S, Sobansky MR, Hage DS (2010) Analysis of drug interactions with high-density lipoprotein by high-performance affinity chromatography. Anal Biochem 397:107–114CrossRef
    25.Pfaunmiller EL, Hartmann M, Dupper CM, Soman S, Hage DS (2012) Optimization of human serum albumin monoliths for chiral separations and high-performance affinity chromatography. J Chromatogr A 1269:198–207CrossRef
    26.Zhai Z, Chen Y, Wang Y-J, Luo G-S (2009) Chiral separation performance of micrometer-sized monodispersed silica spheres with high protein loading. Chirality 21:760–768CrossRef
    27.Haginaka J, Takehira H (1997) Separation of enantiomers on a chiral stationary phase based on ovoglycoprotein I. Influences of the pore size of base silica materials and bound protein amounts on chiral resolution. J Chromatogr A 773:85–91CrossRef
    28.Kim K, Lee K (2000) Chiral separation of tryptophan enantiomers by liquid chromatography with BSA-silica stationary phase. Biotechnol Bioprocess Eng 5:17–22CrossRef
    29.Sanghvi M, Moaddel R, Wainer IW (2011) The development and characterization of protein-based stationary phases for studying drug-protein and protein-protein interactions. J Chromatogr A 1218:8791–8798CrossRef
    30.Liang RP, Wang XN, Liu CM, Meng XY, Qiu JD (2014) Facile preparation of protein stationary phase based on polydopamine/graphene oxide platform for chip-based open tubular capillary electrochromatography enantioseparation. J Chromatogr A 1323:135–142CrossRef
    31.Winzen S, Schoettler S, Baier G, Rosenauer C, Mailaender V, Landfester K, Mohr K (2015) Complementary analysis of the hard and soft protein corona: sample preparation critically effects corona composition. Nanoscale 7:2992–3001CrossRef
    32.Mallik R, Xuan H, Hage DS (2007) Development of an affinity silica monolith containing α-acid glycoprotein for chiral separations. J Chromatogr A 1149:294–304CrossRef
    33.Ye M, Zou H, Liu Z, Wu R, Lei Z, Ni J (2002) Study of competitive binding of enantiomers to protein by affinity capillary electrochromatography. J Pharm Biomed Anal 27:651–660CrossRef
    34.Höedl H, Koidl J, Schmid MG, Güebitz G (2006) Chiral resolution of tryptophan derivatives by CE using canine serum albumin and bovine serum albumin as chiral selectors. Electrophoresis 27:4755–4762CrossRef
    35.Xiong YJ, Su WC, Zhang WG, Fan J, Zhen SR, Lin C (2012) Effect of ionic-strength and pH value in mobile phase on enantio-separation of BSA high performance liquid chromatography column. Chin J Anal Chem 40:89–94
    36.Yan LJ, Zhang QH, Zhang WB, Feng YQ, Zhang LH, Li T, Zhang YK (2005) Preparation of silica-bonded bovine serum albumin in chiral monolithic column for enantiomeric separation by capillary electrochromatography. Chem J Chin Univ 26:835–837
    37.Ghosh S, Dey J (2015) Binding of fatty acid amide amphiphiles to bovine serum albumin: role of amide hydrogen bonding. J Phys Chem B 119:7804–7815CrossRef
    38.Sun YT, Zhang YP, Bi SY, Sun Y, Liu H, Zhai YJ, Zhang HQ (2009) Studies on the interaction for bovine serum albumin with phenyibutazone and ibuprofen by fluorescence spectrometry. Chem J Chin Univ 30:1095–1100
    39.Bian L, Geng X (1995) Studies on the methods of increasing solute concentration in determination of adsorption isotherms of proteins with frontal chromatography. Chin J Chromatogr 13:174–177
    40.Kim HS, Hage DS (2005) Chromatographic analysis of carbamazepine binding to human serum albumin. J Chromatogr B 816:57–66CrossRef
    41.Hegde AH, Punith R, Seetharamappa J (2012) Optical, structural and thermodynamic studies of the association of an anti-leucamic drug imatinib mesylate with transport protein. J Fluoresc 22:521–528CrossRef
    42.Loun B, Hage DS (1994) Chiral separation mechanisms in protein-based HPLC columns. 1. Thermodynamic studies of (R)- and (S)-warfarin binding to immobilized human serum albumin. Anal Chem 66:3814–3822CrossRef
    43.Yang J, Hage DS (1996) Role of binding capacity versus binding strength in the separation of chiral compounds on protein-based high- performance liquid chromatography columns: Interactions of D- and L-tryptophan with human serum albumin. J Chromatogr A 725:273–285CrossRef
    44.Draczkowski P, Matosiuk D, Jozwiak K (2012) In: Magdeldin DS (ed) Affinity chromatography as a tool for quantification of interactions between drug molecules and their protein targets, Affinity Chromatography. InTech, PolandCrossRef
    45.Ross PD, Subramanian S (1981) Thermodynamics of protein association reactions: forces contributing to stability. Biochemistry 20:3096–3102CrossRef
  • 作者单位:Liyun Ma (1)
    Jing Li (1)
    Juan Zhao (1)
    Han Liao (1)
    Li Xu (1)
    Zhi-guo Shi (2)

    1. Tongji School of Pharmacy, Huazhong University of Science and Technology, Wuhan, 430030, China
    2. Department of Chemistry, Wuhan University, Wuhan, 430072, China
  • 刊物类别:Chemistry and Materials Science
  • 刊物主题:Chemistry
    Analytical Chemistry
    Food Science
    Inorganic Chemistry
    Physical Chemistry
    Monitoring, Environmental Analysis and Environmental Ecotoxicology
  • 出版者:Springer Berlin / Heidelberg
  • ISSN:1618-2650
文摘
In the current study, novel featured silica, named penetrable silica, simultaneously containing macropores and mesopores, was immobilized with bovine serum albumin (BSA) via Schiff base method. The obtained BSA-SiO2 was employed as the high-performance liquid chromatographic (HPLC) stationary phase. Firstly, d- and l-tryptophan were used as probes to investigate the chiral separation ability of the BSA-SiO2 stationary phase. An excellent enantioseparation factor was obtained up to 4.3 with acceptable stability within at least 1 month. Next, the BSA-SiO2 stationary phase was applied to study the interaction between imatinib mesylate (IM) and BSA by frontal affinity chromatography. A single type of binding site was found for IM with the immobilized BSA, and the hydrogen-bonding and van der Waals interactions were expected to be contributing interactions based on the thermodynamic studies, and this was a spontaneous process. Compared to the traditional silica for HPLC stationary phase, the proposed penetrable silica microsphere possessed a larger capacity to bond more BSA, minimizing column overloading effects and enhancing enantioseparation ability. In addition, the lower running column back pressure and fast mass transfer were meaningful for the column stability and lifetime. It was a good substrate to immobilize biomolecules for fast chiral resolution and screening drug-protein interactions.

© 2004-2018 中国地质图书馆版权所有 京ICP备05064691号 京公网安备11010802017129号

地址:北京市海淀区学院路29号 邮编:100083

电话:办公室:(+86 10)66554848;文献借阅、咨询服务、科技查新:66554700