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An Efficient Synthesis of Pyrimidine Specific 2′-Deoxynucleoside-5′-Tetraphosphates
An efficient chemical synthesis of pyrimidine specific 2′-deoxynucleoside-5′-tetraphosphates, such as 2′-deoxycytidine-5′-tetraphosphate (dC4P) and thymidine-5′-tetraphosphate (T4P) is described. The present three-step synthetic strategy involves monophosphorylation of 2′-deoxynucleoside using phosp...
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| Published in: | Nucleosides, nucleotides & nucleic acids nucleotides & nucleic acids, 2012-07, Vol.31 (7), p.567-573 |
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| Main Authors: | , , , , , , |
| Format: | Article |
| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-c363t-3425153288204c8768ef6df7a80f43a647beced2ed5873c0d545959974c891d53 |
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| cites | cdi_FETCH-LOGICAL-c363t-3425153288204c8768ef6df7a80f43a647beced2ed5873c0d545959974c891d53 |
| container_end_page | 573 |
| container_issue | 7 |
| container_start_page | 567 |
| container_title | Nucleosides, nucleotides & nucleic acids |
| container_volume | 31 |
| creator | Kore, Anilkumar R. Xiao, Zejun Senthilvelan, Annamalai Charles, Irudaya Shanmugasundaram, Muthian Mukundarajan, Sriram Srinivasan, Balasubramanian |
| description | An efficient chemical synthesis of pyrimidine specific 2′-deoxynucleoside-5′-tetraphosphates, such as 2′-deoxycytidine-5′-tetraphosphate (dC4P) and thymidine-5′-tetraphosphate (T4P) is described. The present three-step synthetic strategy involves monophosphorylation of 2′-deoxynucleoside using phosphorous oxychloride, conversion of 5′-monophosphate into the corresponding imidazolide salt, followed by reaction with tris[tributylammonium] triphosphate leading to the 2′-deoxynucleoside-5′-tetraphosphate in good yields. |
| doi_str_mv | 10.1080/15257770.2012.703358 |
| format | article |
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The present three-step synthetic strategy involves monophosphorylation of 2′-deoxynucleoside using phosphorous oxychloride, conversion of 5′-monophosphate into the corresponding imidazolide salt, followed by reaction with tris[tributylammonium] triphosphate leading to the 2′-deoxynucleoside-5′-tetraphosphate in good yields.</description><identifier>ISSN: 1525-7770</identifier><identifier>EISSN: 1532-2335</identifier><identifier>DOI: 10.1080/15257770.2012.703358</identifier><identifier>PMID: 22849648</identifier><language>eng</language><publisher>United States: Taylor & Francis Group</publisher><subject>2′-Deoxynucleoside-5′-tetraphosphates ; Chemistry Techniques, Synthetic - economics ; Chemistry Techniques, Synthetic - methods ; Deoxyribonucleosides - chemical synthesis ; Deoxyribonucleosides - chemistry ; DNA sequencing ; Imidazoles - chemical synthesis ; Imidazoles - chemistry ; imidazolide salt ; Phosphorylation ; Polyphosphates - chemical synthesis ; Polyphosphates - chemistry ; Pyrimidines - chemical synthesis ; Pyrimidines - chemistry ; zinc chloride</subject><ispartof>Nucleosides, nucleotides & nucleic acids, 2012-07, Vol.31 (7), p.567-573</ispartof><rights>Copyright Taylor & Francis Group, LLC 2012</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c363t-3425153288204c8768ef6df7a80f43a647beced2ed5873c0d545959974c891d53</citedby><cites>FETCH-LOGICAL-c363t-3425153288204c8768ef6df7a80f43a647beced2ed5873c0d545959974c891d53</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/22849648$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kore, Anilkumar R.</creatorcontrib><creatorcontrib>Xiao, Zejun</creatorcontrib><creatorcontrib>Senthilvelan, Annamalai</creatorcontrib><creatorcontrib>Charles, Irudaya</creatorcontrib><creatorcontrib>Shanmugasundaram, Muthian</creatorcontrib><creatorcontrib>Mukundarajan, Sriram</creatorcontrib><creatorcontrib>Srinivasan, Balasubramanian</creatorcontrib><title>An Efficient Synthesis of Pyrimidine Specific 2′-Deoxynucleoside-5′-Tetraphosphates</title><title>Nucleosides, nucleotides & nucleic acids</title><addtitle>Nucleosides Nucleotides Nucleic Acids</addtitle><description>An efficient chemical synthesis of pyrimidine specific 2′-deoxynucleoside-5′-tetraphosphates, such as 2′-deoxycytidine-5′-tetraphosphate (dC4P) and thymidine-5′-tetraphosphate (T4P) is described. The present three-step synthetic strategy involves monophosphorylation of 2′-deoxynucleoside using phosphorous oxychloride, conversion of 5′-monophosphate into the corresponding imidazolide salt, followed by reaction with tris[tributylammonium] triphosphate leading to the 2′-deoxynucleoside-5′-tetraphosphate in good yields.</description><subject>2′-Deoxynucleoside-5′-tetraphosphates</subject><subject>Chemistry Techniques, Synthetic - economics</subject><subject>Chemistry Techniques, Synthetic - methods</subject><subject>Deoxyribonucleosides - chemical synthesis</subject><subject>Deoxyribonucleosides - chemistry</subject><subject>DNA sequencing</subject><subject>Imidazoles - chemical synthesis</subject><subject>Imidazoles - chemistry</subject><subject>imidazolide salt</subject><subject>Phosphorylation</subject><subject>Polyphosphates - chemical synthesis</subject><subject>Polyphosphates - chemistry</subject><subject>Pyrimidines - chemical synthesis</subject><subject>Pyrimidines - chemistry</subject><subject>zinc chloride</subject><issn>1525-7770</issn><issn>1532-2335</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><recordid>eNp9kM1KxDAQgIMo_r-BSI9euuanadKTiK4_ICi44jHEZMJGuk1NumhvPpOP5JPYsqtHTzMTvpnJfAgdETwhWOJTwikXQuAJxYROBGaMyw20SzijOR2KzTGnPB-ZHbSX0ivGRGIpttEOpbKoykLuoufzJps6542Hpsse-6abQ_IpCy576KNfeOsbyB5bMH6AMvr9-ZVfQvjom6WpISRvIefj4wy6qNt5SO1cd5AO0JbTdYLDddxHT1fT2cVNfnd_fXtxfpcbVrIuZwXl44-lpLgwUpQSXGmd0BK7gumyEC9gwFKwXApmsOUFr3hViQGuiOVsH52s5rYxvC0hdWrhk4G61g2EZVIEs-FkIsSIFivUxJBSBKfa4UAd-wFSo1L1q1SNStVK6dB2vN6wfFmA_Wv6dTgAZyvANy7EhX4Psbaq030doou6MT4p9u-KH0vuhmw</recordid><startdate>20120701</startdate><enddate>20120701</enddate><creator>Kore, Anilkumar R.</creator><creator>Xiao, Zejun</creator><creator>Senthilvelan, Annamalai</creator><creator>Charles, Irudaya</creator><creator>Shanmugasundaram, Muthian</creator><creator>Mukundarajan, Sriram</creator><creator>Srinivasan, Balasubramanian</creator><general>Taylor & Francis Group</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></search><sort><creationdate>20120701</creationdate><title>An Efficient Synthesis of Pyrimidine Specific 2′-Deoxynucleoside-5′-Tetraphosphates</title><author>Kore, Anilkumar R. ; 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| identifier | ISSN: 1525-7770 |
| ispartof | Nucleosides, nucleotides & nucleic acids, 2012-07, Vol.31 (7), p.567-573 |
| issn | 1525-7770 1532-2335 |
| language | eng |
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| source | Taylor and Francis Science and Technology Collection |
| subjects | 2′-Deoxynucleoside-5′-tetraphosphates Chemistry Techniques, Synthetic - economics Chemistry Techniques, Synthetic - methods Deoxyribonucleosides - chemical synthesis Deoxyribonucleosides - chemistry DNA sequencing Imidazoles - chemical synthesis Imidazoles - chemistry imidazolide salt Phosphorylation Polyphosphates - chemical synthesis Polyphosphates - chemistry Pyrimidines - chemical synthesis Pyrimidines - chemistry zinc chloride |
| title | An Efficient Synthesis of Pyrimidine Specific 2′-Deoxynucleoside-5′-Tetraphosphates |
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