Methylation of carboxylic acids with streptozotocin

Methylation of carboxylic acids with streptozotocin

The clinically used DNA-alkylating drug streptozotocin (STZ) was investigated using a simple work-up as an O -methylating agent to transform various carboxylic acids, sulfonic acids and phosphorous acids into corresponding methyl esters, and did so with yields of up to 97% in 4 h at room temperature...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic & biomolecular chemistry 2022-07, Vol.2 (26), p.523-5233
Hauptverfasser: Zeng, Li-Yan, Liu, Yang, Han, Jiakun, Chen, Jinhong, Liu, Shuwen, Xi, Baomin
Format: Artikel
Sprache:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 5233
container_issue 26
container_start_page 523
container_title Organic & biomolecular chemistry
container_volume 2
creator Zeng, Li-Yan
Liu, Yang
Han, Jiakun
Chen, Jinhong
Liu, Shuwen
Xi, Baomin
description The clinically used DNA-alkylating drug streptozotocin (STZ) was investigated using a simple work-up as an O -methylating agent to transform various carboxylic acids, sulfonic acids and phosphorous acids into corresponding methyl esters, and did so with yields of up to 97% in 4 h at room temperature. Good substrate tolerance was observed, and benefited from the mild conditions and compatibility of the reaction with water. Streptozotocin (STZ), DNA-alkylating agents in clinical, was newly explored as an agent for O -methyl esterification. With STZ, carboxylic acids, sulfonic acids and phosphorous acids were transformed into methyl esters in 4 hours at RT with good yield after simple workup.
doi_str_mv 10.1039/d2ob00578f
format Article
fullrecord <record><control><sourceid>rsc</sourceid><recordid>TN_cdi_rsc_primary_d2ob00578f</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>d2ob00578f</sourcerecordid><originalsourceid>FETCH-rsc_primary_d2ob00578f3</originalsourceid><addsrcrecordid>eNpjYBAyNNAzNDC21E8xyk8yMDA1t0hjYuA0NDE31zUwNbZkgbONDDgYuIqLswwMDC3NzUw4GYx9U0syKnMSSzLz8xTy0xSSE4uS8isqczKTFRKTM1OKFcozSzIUikuKUgtK8qvyS_KTM_N4GFjTEnOKU3mhNDeDrJtriLOHblFxcnxBUWZuYlFlPMIlxoTkAe3vNwU</addsrcrecordid><sourcetype>Publisher</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Methylation of carboxylic acids with streptozotocin</title><source>Royal Society Of Chemistry Journals</source><source>Alma/SFX Local Collection</source><creator>Zeng, Li-Yan ; Liu, Yang ; Han, Jiakun ; Chen, Jinhong ; Liu, Shuwen ; Xi, Baomin</creator><creatorcontrib>Zeng, Li-Yan ; Liu, Yang ; Han, Jiakun ; Chen, Jinhong ; Liu, Shuwen ; Xi, Baomin</creatorcontrib><description>The clinically used DNA-alkylating drug streptozotocin (STZ) was investigated using a simple work-up as an O -methylating agent to transform various carboxylic acids, sulfonic acids and phosphorous acids into corresponding methyl esters, and did so with yields of up to 97% in 4 h at room temperature. Good substrate tolerance was observed, and benefited from the mild conditions and compatibility of the reaction with water. Streptozotocin (STZ), DNA-alkylating agents in clinical, was newly explored as an agent for O -methyl esterification. With STZ, carboxylic acids, sulfonic acids and phosphorous acids were transformed into methyl esters in 4 hours at RT with good yield after simple workup.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/d2ob00578f</identifier><ispartof>Organic &amp; biomolecular chemistry, 2022-07, Vol.2 (26), p.523-5233</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,781,785,27928,27929</link.rule.ids></links><search><creatorcontrib>Zeng, Li-Yan</creatorcontrib><creatorcontrib>Liu, Yang</creatorcontrib><creatorcontrib>Han, Jiakun</creatorcontrib><creatorcontrib>Chen, Jinhong</creatorcontrib><creatorcontrib>Liu, Shuwen</creatorcontrib><creatorcontrib>Xi, Baomin</creatorcontrib><title>Methylation of carboxylic acids with streptozotocin</title><title>Organic &amp; biomolecular chemistry</title><description>The clinically used DNA-alkylating drug streptozotocin (STZ) was investigated using a simple work-up as an O -methylating agent to transform various carboxylic acids, sulfonic acids and phosphorous acids into corresponding methyl esters, and did so with yields of up to 97% in 4 h at room temperature. Good substrate tolerance was observed, and benefited from the mild conditions and compatibility of the reaction with water. Streptozotocin (STZ), DNA-alkylating agents in clinical, was newly explored as an agent for O -methyl esterification. With STZ, carboxylic acids, sulfonic acids and phosphorous acids were transformed into methyl esters in 4 hours at RT with good yield after simple workup.</description><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNpjYBAyNNAzNDC21E8xyk8yMDA1t0hjYuA0NDE31zUwNbZkgbONDDgYuIqLswwMDC3NzUw4GYx9U0syKnMSSzLz8xTy0xSSE4uS8isqczKTFRKTM1OKFcozSzIUikuKUgtK8qvyS_KTM_N4GFjTEnOKU3mhNDeDrJtriLOHblFxcnxBUWZuYlFlPMIlxoTkAe3vNwU</recordid><startdate>20220706</startdate><enddate>20220706</enddate><creator>Zeng, Li-Yan</creator><creator>Liu, Yang</creator><creator>Han, Jiakun</creator><creator>Chen, Jinhong</creator><creator>Liu, Shuwen</creator><creator>Xi, Baomin</creator><scope/></search><sort><creationdate>20220706</creationdate><title>Methylation of carboxylic acids with streptozotocin</title><author>Zeng, Li-Yan ; Liu, Yang ; Han, Jiakun ; Chen, Jinhong ; Liu, Shuwen ; Xi, Baomin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_d2ob00578f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><creationdate>2022</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zeng, Li-Yan</creatorcontrib><creatorcontrib>Liu, Yang</creatorcontrib><creatorcontrib>Han, Jiakun</creatorcontrib><creatorcontrib>Chen, Jinhong</creatorcontrib><creatorcontrib>Liu, Shuwen</creatorcontrib><creatorcontrib>Xi, Baomin</creatorcontrib><jtitle>Organic &amp; biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zeng, Li-Yan</au><au>Liu, Yang</au><au>Han, Jiakun</au><au>Chen, Jinhong</au><au>Liu, Shuwen</au><au>Xi, Baomin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Methylation of carboxylic acids with streptozotocin</atitle><jtitle>Organic &amp; biomolecular chemistry</jtitle><date>2022-07-06</date><risdate>2022</risdate><volume>2</volume><issue>26</issue><spage>523</spage><epage>5233</epage><pages>523-5233</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>The clinically used DNA-alkylating drug streptozotocin (STZ) was investigated using a simple work-up as an O -methylating agent to transform various carboxylic acids, sulfonic acids and phosphorous acids into corresponding methyl esters, and did so with yields of up to 97% in 4 h at room temperature. Good substrate tolerance was observed, and benefited from the mild conditions and compatibility of the reaction with water. Streptozotocin (STZ), DNA-alkylating agents in clinical, was newly explored as an agent for O -methyl esterification. With STZ, carboxylic acids, sulfonic acids and phosphorous acids were transformed into methyl esters in 4 hours at RT with good yield after simple workup.</abstract><doi>10.1039/d2ob00578f</doi><tpages>4</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1477-0520
ispartof Organic & biomolecular chemistry, 2022-07, Vol.2 (26), p.523-5233
issn 1477-0520
1477-0539
language
recordid cdi_rsc_primary_d2ob00578f
source Royal Society Of Chemistry Journals; Alma/SFX Local Collection
title Methylation of carboxylic acids with streptozotocin
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-16T14%3A55%3A10IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-rsc&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Methylation%20of%20carboxylic%20acids%20with%20streptozotocin&rft.jtitle=Organic%20&%20biomolecular%20chemistry&rft.au=Zeng,%20Li-Yan&rft.date=2022-07-06&rft.volume=2&rft.issue=26&rft.spage=523&rft.epage=5233&rft.pages=523-5233&rft.issn=1477-0520&rft.eissn=1477-0539&rft_id=info:doi/10.1039/d2ob00578f&rft_dat=%3Crsc%3Ed2ob00578f%3C/rsc%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true