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Enzymatic synthesis of nucleoside analogues from uridines and vinyl esters in a continuous-flow microreactor
We achieved the effective controllable regioselective acylation of the primary hydroxyl group of uridine derivatives catalyzed by Lipase TL IM from Thermomyces lanuginosus with excellent conversion and regioselectivity. Various reaction parameters were studied. These regioselective acylations perfor...
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Published in: | RSC advances 2018-04, Vol.8 (23), p.12614-12618 |
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container_title | RSC advances |
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creator | Du, Li-Hua Shen, Jia-Hong Dong, Zhen Zhou, Na-Ni Cheng, Bing-Zhuo Ou, Zhi-Min Luo, Xi-Ping |
description | We achieved the effective controllable regioselective acylation of the primary hydroxyl group of uridine derivatives catalyzed by Lipase TL IM from
Thermomyces lanuginosus
with excellent conversion and regioselectivity. Various reaction parameters were studied. These regioselective acylations performed in continuous flow microreactors are a proof-of-concept opening the use of enzymatic microreactors in uridine derivative biotransformations.
We achieved the effective controllable regioselective acylation of the primary hydroxyl group of uridine derivatives catalyzed by Lipase TL IM from
Thermomyces lanuginosus
with excellent conversion and regioselectivity. |
doi_str_mv | 10.1039/c8ra01030g |
format | article |
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Thermomyces lanuginosus
with excellent conversion and regioselectivity. Various reaction parameters were studied. These regioselective acylations performed in continuous flow microreactors are a proof-of-concept opening the use of enzymatic microreactors in uridine derivative biotransformations.
We achieved the effective controllable regioselective acylation of the primary hydroxyl group of uridine derivatives catalyzed by Lipase TL IM from
Thermomyces lanuginosus
with excellent conversion and regioselectivity.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/c8ra01030g</identifier><identifier>PMID: 35541271</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Acylation ; Antiretroviral drugs ; Chemistry ; Continuous flow ; Esters ; Hydroxyl groups ; Lipase ; Microreactors ; Regioselectivity</subject><ispartof>RSC advances, 2018-04, Vol.8 (23), p.12614-12618</ispartof><rights>This journal is © The Royal Society of Chemistry.</rights><rights>Copyright Royal Society of Chemistry 2018</rights><rights>This journal is © The Royal Society of Chemistry 2018 The Royal Society of Chemistry</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c428t-5c2871142416732fbca9cb5816127e64a94b2eb6ff3431cb8455258529a80e243</citedby><cites>FETCH-LOGICAL-c428t-5c2871142416732fbca9cb5816127e64a94b2eb6ff3431cb8455258529a80e243</cites><orcidid>0000-0001-6767-2248 ; 0000-0002-5424-0339 ; 0000-0001-7196-6644</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC9079605/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC9079605/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,723,776,780,881,27898,27899,53763,53765</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/35541271$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Du, Li-Hua</creatorcontrib><creatorcontrib>Shen, Jia-Hong</creatorcontrib><creatorcontrib>Dong, Zhen</creatorcontrib><creatorcontrib>Zhou, Na-Ni</creatorcontrib><creatorcontrib>Cheng, Bing-Zhuo</creatorcontrib><creatorcontrib>Ou, Zhi-Min</creatorcontrib><creatorcontrib>Luo, Xi-Ping</creatorcontrib><title>Enzymatic synthesis of nucleoside analogues from uridines and vinyl esters in a continuous-flow microreactor</title><title>RSC advances</title><addtitle>RSC Adv</addtitle><description>We achieved the effective controllable regioselective acylation of the primary hydroxyl group of uridine derivatives catalyzed by Lipase TL IM from
Thermomyces lanuginosus
with excellent conversion and regioselectivity. Various reaction parameters were studied. These regioselective acylations performed in continuous flow microreactors are a proof-of-concept opening the use of enzymatic microreactors in uridine derivative biotransformations.
We achieved the effective controllable regioselective acylation of the primary hydroxyl group of uridine derivatives catalyzed by Lipase TL IM from
Thermomyces lanuginosus
with excellent conversion and regioselectivity.</description><subject>Acylation</subject><subject>Antiretroviral drugs</subject><subject>Chemistry</subject><subject>Continuous flow</subject><subject>Esters</subject><subject>Hydroxyl groups</subject><subject>Lipase</subject><subject>Microreactors</subject><subject>Regioselectivity</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNpdkt1LBCEUxSWKitqX3guhlwim1FHHeQli6QuCIOpZHNfZDEdLZza2vz5rt-3DF6_cH4dz7xGAPYxOMCrrUy2iQrlC0zWwTRDlBUG8Xv9Vb4FRSs8oH84w4XgTbJWMUUwqvA3chX-fd6q3Gqa5759MsgmGFvpBOxOSnRiovHJhOpgE2xg6OEQ7sT6_lJ_AmfVzB03qTUzQeqigDr63fghDKloX3mBndQzRKN2HuAs2WuWSGS3vHfB4efEwvi5u765uxue3haZE9AXTRFQYU0Ixr0rSNlrVumEC8-zZcKpq2hDT8LYtaYl1IyhjhAlGaiWQIbTcAWcL3Zeh6cxEG99H5eRLtJ2KcxmUlX873j7JaZjJGlU1RywLHC0FYnjNk_eys0kb55Q3eTJJOCeMVpiWGT38hz6HIeaVZQoRUlPBEMrU8YLKy0gpmnZlBiP5maMci_vzrxyvMnzw2_4K_U4tA_sLICa96v58hPIDn92jUA</recordid><startdate>20180403</startdate><enddate>20180403</enddate><creator>Du, Li-Hua</creator><creator>Shen, Jia-Hong</creator><creator>Dong, Zhen</creator><creator>Zhou, Na-Ni</creator><creator>Cheng, Bing-Zhuo</creator><creator>Ou, Zhi-Min</creator><creator>Luo, Xi-Ping</creator><general>Royal Society of Chemistry</general><general>The Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0001-6767-2248</orcidid><orcidid>https://orcid.org/0000-0002-5424-0339</orcidid><orcidid>https://orcid.org/0000-0001-7196-6644</orcidid></search><sort><creationdate>20180403</creationdate><title>Enzymatic synthesis of nucleoside analogues from uridines and vinyl esters in a continuous-flow microreactor</title><author>Du, Li-Hua ; Shen, Jia-Hong ; Dong, Zhen ; Zhou, Na-Ni ; Cheng, Bing-Zhuo ; Ou, Zhi-Min ; Luo, Xi-Ping</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c428t-5c2871142416732fbca9cb5816127e64a94b2eb6ff3431cb8455258529a80e243</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Acylation</topic><topic>Antiretroviral drugs</topic><topic>Chemistry</topic><topic>Continuous flow</topic><topic>Esters</topic><topic>Hydroxyl groups</topic><topic>Lipase</topic><topic>Microreactors</topic><topic>Regioselectivity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Du, Li-Hua</creatorcontrib><creatorcontrib>Shen, Jia-Hong</creatorcontrib><creatorcontrib>Dong, Zhen</creatorcontrib><creatorcontrib>Zhou, Na-Ni</creatorcontrib><creatorcontrib>Cheng, Bing-Zhuo</creatorcontrib><creatorcontrib>Ou, Zhi-Min</creatorcontrib><creatorcontrib>Luo, Xi-Ping</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Du, Li-Hua</au><au>Shen, Jia-Hong</au><au>Dong, Zhen</au><au>Zhou, Na-Ni</au><au>Cheng, Bing-Zhuo</au><au>Ou, Zhi-Min</au><au>Luo, Xi-Ping</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Enzymatic synthesis of nucleoside analogues from uridines and vinyl esters in a continuous-flow microreactor</atitle><jtitle>RSC advances</jtitle><addtitle>RSC Adv</addtitle><date>2018-04-03</date><risdate>2018</risdate><volume>8</volume><issue>23</issue><spage>12614</spage><epage>12618</epage><pages>12614-12618</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>We achieved the effective controllable regioselective acylation of the primary hydroxyl group of uridine derivatives catalyzed by Lipase TL IM from
Thermomyces lanuginosus
with excellent conversion and regioselectivity. Various reaction parameters were studied. These regioselective acylations performed in continuous flow microreactors are a proof-of-concept opening the use of enzymatic microreactors in uridine derivative biotransformations.
We achieved the effective controllable regioselective acylation of the primary hydroxyl group of uridine derivatives catalyzed by Lipase TL IM from
Thermomyces lanuginosus
with excellent conversion and regioselectivity.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>35541271</pmid><doi>10.1039/c8ra01030g</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0001-6767-2248</orcidid><orcidid>https://orcid.org/0000-0002-5424-0339</orcidid><orcidid>https://orcid.org/0000-0001-7196-6644</orcidid><oa>free_for_read</oa></addata></record> |
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source | PubMed Central |
subjects | Acylation Antiretroviral drugs Chemistry Continuous flow Esters Hydroxyl groups Lipase Microreactors Regioselectivity |
title | Enzymatic synthesis of nucleoside analogues from uridines and vinyl esters in a continuous-flow microreactor |
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