Separation of nucleoside phosphoramidate diastereoisomers by high performance liquid chromatography and capillary electrophoresis
Separations of five diastereoisomers of nucleoside phosphoramidate derivatives (pronucleotides) were performed by both HPLC method using derivatized cellulose and amylose chiral stationary phases and CE method using anionic cyclodextrins added in the background electrolyte (BGE). An optimal baseline...
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| Veröffentlicht in: | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences Analytical technologies in the biomedical and life sciences, 2008-11, Vol.875 (1), p.288-295 |
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| container_title | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences |
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| creator | Goossens, J.F. Roux, S. Egron, D. Perigaud, C. Bonte, J.P. Vaccher, C. Foulon, C. |
| description | Separations of five diastereoisomers of nucleoside phosphoramidate derivatives (pronucleotides) were performed by both HPLC method using derivatized cellulose and amylose chiral stationary phases and CE method using anionic cyclodextrins added in the background electrolyte (BGE). An optimal baseline separation (
R
s
>
1.5) was readily obtained with all silica-based celluloses and amyloses using in a normal-phase methodology. Capillary electrophoresis was used as an alternative technique to HPLC for the separation of pronucleotides. The diastereoisomers were fully resolved with sulfated cyclodextrins at both BGE pH (2.5 and 6.2). Limits of detection and limits of quantification, calculated for both methods, are up to 200 times higher in CE separations than in HPLC separations. The analytical HPLC method was then applied in a preliminary study for the pronucleotide
1 quantification in cellular extract. |
| doi_str_mv | 10.1016/j.jchromb.2008.06.056 |
| format | Article |
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R
s
>
1.5) was readily obtained with all silica-based celluloses and amyloses using in a normal-phase methodology. Capillary electrophoresis was used as an alternative technique to HPLC for the separation of pronucleotides. The diastereoisomers were fully resolved with sulfated cyclodextrins at both BGE pH (2.5 and 6.2). Limits of detection and limits of quantification, calculated for both methods, are up to 200 times higher in CE separations than in HPLC separations. The analytical HPLC method was then applied in a preliminary study for the pronucleotide
1 quantification in cellular extract.</description><identifier>ISSN: 1570-0232</identifier><identifier>EISSN: 1873-376X</identifier><identifier>DOI: 10.1016/j.jchromb.2008.06.056</identifier><identifier>PMID: 18773872</identifier><language>eng</language><publisher>Netherlands: Elsevier B.V</publisher><subject><![CDATA[Amides - isolation & purification ; Cell Line, Tumor ; Cellular extracts ; Chemical Sciences ; Chiral CE ; Chiral HPLC ; Chromatography, High Pressure Liquid - methods ; Diastereoisomers ; Electrophoresis, Capillary - methods ; Humans ; Nucleotides - isolation & purification ; Phosphoric Acids - isolation & purification ; Prodrugs - isolation & purification ; Pronucleotides ; Uncertainty ; Zidovudine - analogs & derivatives ; Zidovudine - isolation & purification]]></subject><ispartof>Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 2008-11, Vol.875 (1), p.288-295</ispartof><rights>2008 Elsevier B.V.</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c426t-389d07b0504f9cc6f1bd70533455b0d0de529bed6a3795833d650186c3d501583</citedby><orcidid>0000-0002-1748-0253 ; 0000-0003-4631-6927</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S157002320800514X$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>230,314,776,780,881,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/18773872$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://hal.science/hal-00367516$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Goossens, J.F.</creatorcontrib><creatorcontrib>Roux, S.</creatorcontrib><creatorcontrib>Egron, D.</creatorcontrib><creatorcontrib>Perigaud, C.</creatorcontrib><creatorcontrib>Bonte, J.P.</creatorcontrib><creatorcontrib>Vaccher, C.</creatorcontrib><creatorcontrib>Foulon, C.</creatorcontrib><title>Separation of nucleoside phosphoramidate diastereoisomers by high performance liquid chromatography and capillary electrophoresis</title><title>Journal of chromatography. B, Analytical technologies in the biomedical and life sciences</title><addtitle>J Chromatogr B Analyt Technol Biomed Life Sci</addtitle><description>Separations of five diastereoisomers of nucleoside phosphoramidate derivatives (pronucleotides) were performed by both HPLC method using derivatized cellulose and amylose chiral stationary phases and CE method using anionic cyclodextrins added in the background electrolyte (BGE). An optimal baseline separation (
R
s
>
1.5) was readily obtained with all silica-based celluloses and amyloses using in a normal-phase methodology. Capillary electrophoresis was used as an alternative technique to HPLC for the separation of pronucleotides. The diastereoisomers were fully resolved with sulfated cyclodextrins at both BGE pH (2.5 and 6.2). Limits of detection and limits of quantification, calculated for both methods, are up to 200 times higher in CE separations than in HPLC separations. The analytical HPLC method was then applied in a preliminary study for the pronucleotide
1 quantification in cellular extract.</description><subject>Amides - isolation & purification</subject><subject>Cell Line, Tumor</subject><subject>Cellular extracts</subject><subject>Chemical Sciences</subject><subject>Chiral CE</subject><subject>Chiral HPLC</subject><subject>Chromatography, High Pressure Liquid - methods</subject><subject>Diastereoisomers</subject><subject>Electrophoresis, Capillary - methods</subject><subject>Humans</subject><subject>Nucleotides - isolation & purification</subject><subject>Phosphoric Acids - isolation & purification</subject><subject>Prodrugs - isolation & purification</subject><subject>Pronucleotides</subject><subject>Uncertainty</subject><subject>Zidovudine - analogs & derivatives</subject><subject>Zidovudine - isolation & purification</subject><issn>1570-0232</issn><issn>1873-376X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkU9r3DAQxUVJaf60HyFBp0APdkfWSvKeQghtUljooQ3kJmRpHGuxLUeyA3vsN6-2u6THHsSIx2_eDPMIuWRQMmDyy7bc2i6GoSkrgLoEWYKQ78gZqxUvuJJPJ_kvFBRQ8eqUnKe0BWAKFP9ATjOkeK2qM_L7J04mmtmHkYaWjovtMSTvkE5dSPlFM3hnZqTOmzRjxOBTGDAm2uxo5587OmFsQxzMaJH2_mXxjv7dzMzhOZqp21EzZslMvu9N3FHs0c4x7L0x-fSRvG9Nn_DTsV6Qx29ff909FJsf99_vbjeFXVVyLni9dqAaELBq19bKljVOgeB8JUQDDhyKat2gk4artag5d1IAq6XlLtcsXJDPB9_O9HqKfsi76GC8frjd6L0GwKUSTL6yzF4f2CmGlwXTrAefLOb9RwxL0lLKmlUcMigOoI0hpYjtmzMDvc9Jb_UxJ73PSYPUOafcd3UcsDQDun9dx2AycHMAMJ_k1WPUyXrMJ3Y-5vNpF_x_RvwBsaepjQ</recordid><startdate>20081101</startdate><enddate>20081101</enddate><creator>Goossens, J.F.</creator><creator>Roux, S.</creator><creator>Egron, D.</creator><creator>Perigaud, C.</creator><creator>Bonte, J.P.</creator><creator>Vaccher, C.</creator><creator>Foulon, C.</creator><general>Elsevier B.V</general><general>Elsevier</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0002-1748-0253</orcidid><orcidid>https://orcid.org/0000-0003-4631-6927</orcidid></search><sort><creationdate>20081101</creationdate><title>Separation of nucleoside phosphoramidate diastereoisomers by high performance liquid chromatography and capillary electrophoresis</title><author>Goossens, J.F. ; Roux, S. ; Egron, D. ; Perigaud, C. ; Bonte, J.P. ; Vaccher, C. ; Foulon, C.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c426t-389d07b0504f9cc6f1bd70533455b0d0de529bed6a3795833d650186c3d501583</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Amides - isolation & purification</topic><topic>Cell Line, Tumor</topic><topic>Cellular extracts</topic><topic>Chemical Sciences</topic><topic>Chiral CE</topic><topic>Chiral HPLC</topic><topic>Chromatography, High Pressure Liquid - methods</topic><topic>Diastereoisomers</topic><topic>Electrophoresis, Capillary - methods</topic><topic>Humans</topic><topic>Nucleotides - isolation & purification</topic><topic>Phosphoric Acids - isolation & purification</topic><topic>Prodrugs - isolation & purification</topic><topic>Pronucleotides</topic><topic>Uncertainty</topic><topic>Zidovudine - analogs & derivatives</topic><topic>Zidovudine - isolation & purification</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Goossens, J.F.</creatorcontrib><creatorcontrib>Roux, S.</creatorcontrib><creatorcontrib>Egron, D.</creatorcontrib><creatorcontrib>Perigaud, C.</creatorcontrib><creatorcontrib>Bonte, J.P.</creatorcontrib><creatorcontrib>Vaccher, C.</creatorcontrib><creatorcontrib>Foulon, C.</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Journal of chromatography. 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R
s
>
1.5) was readily obtained with all silica-based celluloses and amyloses using in a normal-phase methodology. Capillary electrophoresis was used as an alternative technique to HPLC for the separation of pronucleotides. The diastereoisomers were fully resolved with sulfated cyclodextrins at both BGE pH (2.5 and 6.2). Limits of detection and limits of quantification, calculated for both methods, are up to 200 times higher in CE separations than in HPLC separations. The analytical HPLC method was then applied in a preliminary study for the pronucleotide
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| source | MEDLINE; ScienceDirect Journals (5 years ago - present) |
| subjects | Amides - isolation & purification Cell Line, Tumor Cellular extracts Chemical Sciences Chiral CE Chiral HPLC Chromatography, High Pressure Liquid - methods Diastereoisomers Electrophoresis, Capillary - methods Humans Nucleotides - isolation & purification Phosphoric Acids - isolation & purification Prodrugs - isolation & purification Pronucleotides Uncertainty Zidovudine - analogs & derivatives Zidovudine - isolation & purification |
| title | Separation of nucleoside phosphoramidate diastereoisomers by high performance liquid chromatography and capillary electrophoresis |
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