Methoxymethyl and (p-nitrobenzyloxy)methyl groups in synthesis of oligoribunucleotides by the phosphotriester method
An efficient method to synthesize monomer ribonucleotide synthons containing 2′- O -methoxymethyl and 2′- O -( p -nitrobenzyloxy)methyl groups is developed. These synthons are applied to the oligonucleotide phosphotriester method using O -nucleophilic intramolecular catalysis at the stage of the int...
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| Veröffentlicht in: | Russian journal of bioorganic chemistry 2011-03, Vol.37 (2), p.254-258 |
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| container_title | Russian journal of bioorganic chemistry |
| container_volume | 37 |
| creator | Efimov, V. A. Aralov, A. V. Chakhmakhcheva, O. G. |
| description | An efficient method to synthesize monomer ribonucleotide synthons containing 2′-
O
-methoxymethyl and 2′-
O
-(
p
-nitrobenzyloxy)methyl groups is developed. These synthons are applied to the oligonucleotide phosphotriester method using
O
-nucleophilic intramolecular catalysis at the stage of the internucleotide bond formation. The former synthons may be used for the automatic synthesis of 2′-modified oligonucleotides; the latter synthons made be used for the synthesis of phosphotriester oligoribonucleotides in high yields. |
| doi_str_mv | 10.1134/S106816201102004X |
| format | Article |
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O
-methoxymethyl and 2′-
O
-(
p
-nitrobenzyloxy)methyl groups is developed. These synthons are applied to the oligonucleotide phosphotriester method using
O
-nucleophilic intramolecular catalysis at the stage of the internucleotide bond formation. The former synthons may be used for the automatic synthesis of 2′-modified oligonucleotides; the latter synthons made be used for the synthesis of phosphotriester oligoribonucleotides in high yields.</description><identifier>ISSN: 1068-1620</identifier><identifier>EISSN: 1608-330X</identifier><identifier>DOI: 10.1134/S106816201102004X</identifier><language>eng</language><publisher>Dordrecht: SP MAIK Nauka/Interperiodica</publisher><subject>Biochemistry ; Biomedical and Life Sciences ; Biomedicine ; Bioorganic Chemistry ; Letter to the Editor ; Life Sciences ; Organic Chemistry</subject><ispartof>Russian journal of bioorganic chemistry, 2011-03, Vol.37 (2), p.254-258</ispartof><rights>Pleiades Publishing, Ltd. 2011</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c288t-70fba7afb7fe6041b3b4eaa11475ee74d95b15571c623e85f91d8ce1e3a25eda3</citedby><cites>FETCH-LOGICAL-c288t-70fba7afb7fe6041b3b4eaa11475ee74d95b15571c623e85f91d8ce1e3a25eda3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1134/S106816201102004X$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1134/S106816201102004X$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,776,780,27901,27902,41464,42533,51294</link.rule.ids></links><search><creatorcontrib>Efimov, V. A.</creatorcontrib><creatorcontrib>Aralov, A. V.</creatorcontrib><creatorcontrib>Chakhmakhcheva, O. G.</creatorcontrib><title>Methoxymethyl and (p-nitrobenzyloxy)methyl groups in synthesis of oligoribunucleotides by the phosphotriester method</title><title>Russian journal of bioorganic chemistry</title><addtitle>Russ J Bioorg Chem</addtitle><description>An efficient method to synthesize monomer ribonucleotide synthons containing 2′-
O
-methoxymethyl and 2′-
O
-(
p
-nitrobenzyloxy)methyl groups is developed. These synthons are applied to the oligonucleotide phosphotriester method using
O
-nucleophilic intramolecular catalysis at the stage of the internucleotide bond formation. The former synthons may be used for the automatic synthesis of 2′-modified oligonucleotides; the latter synthons made be used for the synthesis of phosphotriester oligoribonucleotides in high yields.</description><subject>Biochemistry</subject><subject>Biomedical and Life Sciences</subject><subject>Biomedicine</subject><subject>Bioorganic Chemistry</subject><subject>Letter to the Editor</subject><subject>Life Sciences</subject><subject>Organic Chemistry</subject><issn>1068-1620</issn><issn>1608-330X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNp9kM1LAzEQxYMoWKt_gLcc9bA6s989SvELKh5U6G1JdmfblG2yJFlw_evN0t4ED8Mb-L33GIaxa4Q7xCS9_0DIS8xjQIQYIF2fsBnmUEZJAuvTsAccTfycXTi3A0CArJwx_0Z-a77HfZCx40I3_KaPtPLWSNI_YxfY7RFurBl6x5XmbtR-S045blpuOrUxVslBD3VHxquGHJcjDw7eb40L460i58nyqck0l-ysFZ2jq6PO2dfT4-fyJVq9P78uH1ZRHZeljwpopShEK4uWckhRJjIlIRDTIiMq0maRScyyAus8TqjM2gU2ZU1IiYgzakQyZ3jora1xzlJb9VbthR0rhGp6W_XnbSETHzIuePWGbLUzg9XhzH9Cv0cPc-U</recordid><startdate>20110301</startdate><enddate>20110301</enddate><creator>Efimov, V. A.</creator><creator>Aralov, A. V.</creator><creator>Chakhmakhcheva, O. G.</creator><general>SP MAIK Nauka/Interperiodica</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20110301</creationdate><title>Methoxymethyl and (p-nitrobenzyloxy)methyl groups in synthesis of oligoribunucleotides by the phosphotriester method</title><author>Efimov, V. A. ; Aralov, A. V. ; Chakhmakhcheva, O. G.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c288t-70fba7afb7fe6041b3b4eaa11475ee74d95b15571c623e85f91d8ce1e3a25eda3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Biochemistry</topic><topic>Biomedical and Life Sciences</topic><topic>Biomedicine</topic><topic>Bioorganic Chemistry</topic><topic>Letter to the Editor</topic><topic>Life Sciences</topic><topic>Organic Chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Efimov, V. A.</creatorcontrib><creatorcontrib>Aralov, A. V.</creatorcontrib><creatorcontrib>Chakhmakhcheva, O. G.</creatorcontrib><collection>CrossRef</collection><jtitle>Russian journal of bioorganic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Efimov, V. A.</au><au>Aralov, A. V.</au><au>Chakhmakhcheva, O. G.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Methoxymethyl and (p-nitrobenzyloxy)methyl groups in synthesis of oligoribunucleotides by the phosphotriester method</atitle><jtitle>Russian journal of bioorganic chemistry</jtitle><stitle>Russ J Bioorg Chem</stitle><date>2011-03-01</date><risdate>2011</risdate><volume>37</volume><issue>2</issue><spage>254</spage><epage>258</epage><pages>254-258</pages><issn>1068-1620</issn><eissn>1608-330X</eissn><abstract>An efficient method to synthesize monomer ribonucleotide synthons containing 2′-
O
-methoxymethyl and 2′-
O
-(
p
-nitrobenzyloxy)methyl groups is developed. These synthons are applied to the oligonucleotide phosphotriester method using
O
-nucleophilic intramolecular catalysis at the stage of the internucleotide bond formation. The former synthons may be used for the automatic synthesis of 2′-modified oligonucleotides; the latter synthons made be used for the synthesis of phosphotriester oligoribonucleotides in high yields.</abstract><cop>Dordrecht</cop><pub>SP MAIK Nauka/Interperiodica</pub><doi>10.1134/S106816201102004X</doi><tpages>5</tpages></addata></record> |
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| issn | 1068-1620 1608-330X |
| language | eng |
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| source | SpringerLink Journals |
| subjects | Biochemistry Biomedical and Life Sciences Biomedicine Bioorganic Chemistry Letter to the Editor Life Sciences Organic Chemistry |
| title | Methoxymethyl and (p-nitrobenzyloxy)methyl groups in synthesis of oligoribunucleotides by the phosphotriester method |
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