Monoselenophosphate: Synthesis, characterization, and identity with the prokaryotic biological selenium donor, compound SePX
A labile, selenium donor compound required for synthesis of selenium-dependent enzymes and seleno-tRNAs is formed from ATP and selenide by the SELD enzyme. This compound, tentatively identified as a selenophosphate [Veres, Z., Tsai, L., Scholz, T. D., Politino, M., Balaban, R. S., & Stadtman, T....
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| Veröffentlicht in: | Biochemistry (Easton) 1993-11, Vol.32 (47), p.12555-12559 |
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| container_title | Biochemistry (Easton) |
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| creator | Glass, Richard S Singh, Waheguru P Jung, Woncheol Veres, Zsuzsa Scholz, Thomas D Stadtman, Thressa |
| description | A labile, selenium donor compound required for synthesis of selenium-dependent enzymes and seleno-tRNAs is formed from ATP and selenide by the SELD enzyme. This compound, tentatively identified as a selenophosphate [Veres, Z., Tsai, L., Scholz, T. D., Politino, M., Balaban, R. S., & Stadtman, T. C. (1992) Proc. Natl. Acad. Sci. U.S.A. 89, 2975-2979], is indistinguishable from chemically prepared monoselenophosphate by 31P NMR spectroscopy and ion pairing HPLC. Furthermore, addition of chemically prepared monoselenophosphate caused a dose-dependent decrease in the amount of 75Se incorporated into tRNAs from 75SePX generated in situ by SELD enzyme. A procedure is described for the chemical synthesis of monoselenophosphate in which the readily prepared (MeO)3PSe is converted in quantitative yield to (TMSO)3PSe followed by complete cleavage of the latter to monoselenophosphate in oxygen-free aqueous buffer. The chemical properties of chemically synthesized monoselenophosphate are described. |
| doi_str_mv | 10.1021/bi00210a001 |
| format | Article |
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This compound, tentatively identified as a selenophosphate [Veres, Z., Tsai, L., Scholz, T. D., Politino, M., Balaban, R. S., & Stadtman, T. C. (1992) Proc. Natl. Acad. Sci. U.S.A. 89, 2975-2979], is indistinguishable from chemically prepared monoselenophosphate by 31P NMR spectroscopy and ion pairing HPLC. Furthermore, addition of chemically prepared monoselenophosphate caused a dose-dependent decrease in the amount of 75Se incorporated into tRNAs from 75SePX generated in situ by SELD enzyme. A procedure is described for the chemical synthesis of monoselenophosphate in which the readily prepared (MeO)3PSe is converted in quantitative yield to (TMSO)3PSe followed by complete cleavage of the latter to monoselenophosphate in oxygen-free aqueous buffer. The chemical properties of chemically synthesized monoselenophosphate are described.</description><identifier>ISSN: 0006-2960</identifier><identifier>EISSN: 1520-4995</identifier><identifier>DOI: 10.1021/bi00210a001</identifier><identifier>PMID: 8251472</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Adenosine Triphosphate - metabolism ; Bacterial Proteins - metabolism ; Bioinorganic chemistry ; Chemistry ; Drosophila Proteins ; Exact sciences and technology ; Inorganic chemistry and origins of life ; Magnetic Resonance Spectroscopy ; Phosphates - chemistry ; Phosphates - metabolism ; Phosphotransferases ; RNA, Transfer - metabolism ; Salmonella - enzymology ; Salmonella typhimurium ; Selenium Compounds - chemistry ; Selenium Compounds - metabolism</subject><ispartof>Biochemistry (Easton), 1993-11, Vol.32 (47), p.12555-12559</ispartof><rights>1994 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a414t-fd1a99015299b0eca0a327f2fe9999cecf7884a19e3c6b7b894ad117629d6aa23</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/bi00210a001$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/bi00210a001$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=3824475$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/8251472$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Glass, Richard S</creatorcontrib><creatorcontrib>Singh, Waheguru P</creatorcontrib><creatorcontrib>Jung, Woncheol</creatorcontrib><creatorcontrib>Veres, Zsuzsa</creatorcontrib><creatorcontrib>Scholz, Thomas D</creatorcontrib><creatorcontrib>Stadtman, Thressa</creatorcontrib><title>Monoselenophosphate: Synthesis, characterization, and identity with the prokaryotic biological selenium donor, compound SePX</title><title>Biochemistry (Easton)</title><addtitle>Biochemistry</addtitle><description>A labile, selenium donor compound required for synthesis of selenium-dependent enzymes and seleno-tRNAs is formed from ATP and selenide by the SELD enzyme. This compound, tentatively identified as a selenophosphate [Veres, Z., Tsai, L., Scholz, T. D., Politino, M., Balaban, R. S., & Stadtman, T. C. (1992) Proc. Natl. Acad. Sci. U.S.A. 89, 2975-2979], is indistinguishable from chemically prepared monoselenophosphate by 31P NMR spectroscopy and ion pairing HPLC. Furthermore, addition of chemically prepared monoselenophosphate caused a dose-dependent decrease in the amount of 75Se incorporated into tRNAs from 75SePX generated in situ by SELD enzyme. A procedure is described for the chemical synthesis of monoselenophosphate in which the readily prepared (MeO)3PSe is converted in quantitative yield to (TMSO)3PSe followed by complete cleavage of the latter to monoselenophosphate in oxygen-free aqueous buffer. The chemical properties of chemically synthesized monoselenophosphate are described.</description><subject>Adenosine Triphosphate - metabolism</subject><subject>Bacterial Proteins - metabolism</subject><subject>Bioinorganic chemistry</subject><subject>Chemistry</subject><subject>Drosophila Proteins</subject><subject>Exact sciences and technology</subject><subject>Inorganic chemistry and origins of life</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Phosphates - chemistry</subject><subject>Phosphates - metabolism</subject><subject>Phosphotransferases</subject><subject>RNA, Transfer - metabolism</subject><subject>Salmonella - enzymology</subject><subject>Salmonella typhimurium</subject><subject>Selenium Compounds - chemistry</subject><subject>Selenium Compounds - metabolism</subject><issn>0006-2960</issn><issn>1520-4995</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1993</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkcGL1DAUxoMo67h68izkIHpwq0maJo03WdQVZnBgVt1beE1TJ7ttU5MUHfGPN-sMgwfBXB7h-_G9772H0GNKXlLC6KvGkVwIEELvoAWtGCm4UtVdtCCEiIIpQe6jBzFe5y8nkp-gk5pVlEu2QL9WfvTR9nb009bHaQvJvsab3Zi2Nrp4hs0WAphkg_sJyfnxDMPYYtfaMbm0w99d2uLM4in4Gwg7n5zBjfO9_-oM9PiPtZsH3OY-Idv5YfJzdtjY9dVDdK-DPtpHh3qKPr17e3l-USw_vv9w_mZZAKc8FV1LQSmSB1OqIdYAgZLJjnVW5Wes6WRdc6DKlkY0sqkVh5ZSKZhqBQArT9GzvW8O-W22MenBRWP7Hkbr56ilILUUovovSEVuxAXN4Is9aIKPMdhOT8ENeX5Nib49iv7rKJl-crCdm8G2R_Zwhaw_PegQ89K6AKNx8YiVNeNc3qYr9piLyf44yhButJClrPTleqPrz-vV1cWXpV5l_vmeBxP1tZ_DmJf8z4C_AZ4oseA</recordid><startdate>19931130</startdate><enddate>19931130</enddate><creator>Glass, Richard S</creator><creator>Singh, Waheguru P</creator><creator>Jung, Woncheol</creator><creator>Veres, Zsuzsa</creator><creator>Scholz, Thomas D</creator><creator>Stadtman, Thressa</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><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>7QL</scope><scope>C1K</scope><scope>7X8</scope></search><sort><creationdate>19931130</creationdate><title>Monoselenophosphate: Synthesis, characterization, and identity with the prokaryotic biological selenium donor, compound SePX</title><author>Glass, Richard S ; Singh, Waheguru P ; Jung, Woncheol ; Veres, Zsuzsa ; Scholz, Thomas D ; Stadtman, Thressa</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a414t-fd1a99015299b0eca0a327f2fe9999cecf7884a19e3c6b7b894ad117629d6aa23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1993</creationdate><topic>Adenosine Triphosphate - metabolism</topic><topic>Bacterial Proteins - metabolism</topic><topic>Bioinorganic chemistry</topic><topic>Chemistry</topic><topic>Drosophila Proteins</topic><topic>Exact sciences and technology</topic><topic>Inorganic chemistry and origins of life</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Phosphates - chemistry</topic><topic>Phosphates - metabolism</topic><topic>Phosphotransferases</topic><topic>RNA, Transfer - metabolism</topic><topic>Salmonella - enzymology</topic><topic>Salmonella typhimurium</topic><topic>Selenium Compounds - chemistry</topic><topic>Selenium Compounds - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Glass, Richard S</creatorcontrib><creatorcontrib>Singh, Waheguru P</creatorcontrib><creatorcontrib>Jung, Woncheol</creatorcontrib><creatorcontrib>Veres, Zsuzsa</creatorcontrib><creatorcontrib>Scholz, Thomas D</creatorcontrib><creatorcontrib>Stadtman, Thressa</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Environmental Sciences and Pollution Management</collection><collection>MEDLINE - Academic</collection><jtitle>Biochemistry (Easton)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Glass, Richard S</au><au>Singh, Waheguru P</au><au>Jung, Woncheol</au><au>Veres, Zsuzsa</au><au>Scholz, Thomas D</au><au>Stadtman, Thressa</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Monoselenophosphate: Synthesis, characterization, and identity with the prokaryotic biological selenium donor, compound SePX</atitle><jtitle>Biochemistry (Easton)</jtitle><addtitle>Biochemistry</addtitle><date>1993-11-30</date><risdate>1993</risdate><volume>32</volume><issue>47</issue><spage>12555</spage><epage>12559</epage><pages>12555-12559</pages><issn>0006-2960</issn><eissn>1520-4995</eissn><abstract>A labile, selenium donor compound required for synthesis of selenium-dependent enzymes and seleno-tRNAs is formed from ATP and selenide by the SELD enzyme. This compound, tentatively identified as a selenophosphate [Veres, Z., Tsai, L., Scholz, T. D., Politino, M., Balaban, R. S., & Stadtman, T. C. (1992) Proc. Natl. Acad. Sci. U.S.A. 89, 2975-2979], is indistinguishable from chemically prepared monoselenophosphate by 31P NMR spectroscopy and ion pairing HPLC. Furthermore, addition of chemically prepared monoselenophosphate caused a dose-dependent decrease in the amount of 75Se incorporated into tRNAs from 75SePX generated in situ by SELD enzyme. A procedure is described for the chemical synthesis of monoselenophosphate in which the readily prepared (MeO)3PSe is converted in quantitative yield to (TMSO)3PSe followed by complete cleavage of the latter to monoselenophosphate in oxygen-free aqueous buffer. The chemical properties of chemically synthesized monoselenophosphate are described.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>8251472</pmid><doi>10.1021/bi00210a001</doi><tpages>5</tpages></addata></record> |
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| subjects | Adenosine Triphosphate - metabolism Bacterial Proteins - metabolism Bioinorganic chemistry Chemistry Drosophila Proteins Exact sciences and technology Inorganic chemistry and origins of life Magnetic Resonance Spectroscopy Phosphates - chemistry Phosphates - metabolism Phosphotransferases RNA, Transfer - metabolism Salmonella - enzymology Salmonella typhimurium Selenium Compounds - chemistry Selenium Compounds - metabolism |
| title | Monoselenophosphate: Synthesis, characterization, and identity with the prokaryotic biological selenium donor, compound SePX |
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