High-throughput assay for determining enantiomeric excess of chiral diols, amino alcohols, and amines and for direct asymmetric reaction screening
Determining enantiomeric excess (e.e.) in chiral compounds is key to development of chiral catalyst auxiliaries and chiral drugs. Here we describe a sensitive and robust fluorescence-based assay for determining e.e. in mixtures of enantiomers of 1,2- and 1,3-diols, chiral amines, amino alcohols, and...
Gespeichert in:
| Veröffentlicht in: | Nature protocols 2020-07, Vol.15 (7), p.2203-2229 |
|---|---|
| Hauptverfasser: | , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 2229 |
|---|---|
| container_issue | 7 |
| container_start_page | 2203 |
| container_title | Nature protocols |
| container_volume | 15 |
| creator | Shcherbakova, Elena G. James, Tony D. Anzenbacher, Pavel |
| description | Determining enantiomeric excess (e.e.) in chiral compounds is key to development of chiral catalyst auxiliaries and chiral drugs. Here we describe a sensitive and robust fluorescence-based assay for determining e.e. in mixtures of enantiomers of 1,2- and 1,3-diols, chiral amines, amino alcohols, and amino-acid esters. The method is based on dynamic self-assembly of commercially available chiral amines, 2-formylphenylboronic acid, and chiral diols in acetonitrile to form fluorescent diastereomeric complexes. Each analyte enantiomer engenders a diastereomer with distinct fluorescence wavelength/intensity originating from enantiopure fluorescent ligands. In this assay, enantiomers of amines and amine derivatives assemble with diol-type ligands containing a binaphthol moiety (BINOL and VANOL), whereas diol enantiomers form complexes with the enantiopure amine-type fluorescent ligand tryptophanol. The differential fluorescence is utilized to determine the amount of each enantiomer in the mixture with an error of |
| doi_str_mv | 10.1038/s41596-020-0329-1 |
| format | Article |
| fullrecord | <record><control><sourceid>gale_proqu</sourceid><recordid>TN_cdi_proquest_miscellaneous_2414008289</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><galeid>A628317038</galeid><sourcerecordid>A628317038</sourcerecordid><originalsourceid>FETCH-LOGICAL-c610t-ea55c4420606c07a3412af574a1d0a04249892960d4391ac01c5ca4abb59bce33</originalsourceid><addsrcrecordid>eNp9ks9u1DAQxiMEoqXwAFyQJS5FImXsOHF8rKqWVqqExJ-z5XUmiavEXuxE6r4GT4yzKVSLAPlge_ybb2bkL8teUzijUNQfIqelrHJgkEPBZE6fZMdUlJAzIeXT_ZnnjNbyKHsR4x0AF0UlnmdHBSs5lRyOsx_XtuvzqQ9-7vrtPBEdo96R1gfS4IRhtM66jqDTbrJ-xGANwXuDMRLfEtPboAfSWD_E90Qn2BM9GN-vd9fsYxj3x72mDWiWIrtxxGkRC6hNUnYkmoC4FHuZPWv1EPHVw36Sfbu6_Hpxnd9--nhzcX6bm4rClKMuS8M5gwoqA0IXnDLdloJr2oAGzrisJZMVNLyQVBugpjSa682mlBuDRXGSna662-C_zxgnNdpocBi0Qz9HxTjlADWrZULf_oHe-Tm41F2iRCokhBT_p6hkIKCkj1SnB1TWtX4K2iyl1XnF6oKK9LWJOvsLlVaDozXeYWtT_CDh3UFCYia8nzo9x6huvnw-ZOnKmuBjDNiqbbCjDjtFQS3OUquzVHKWWpyllrbfPAw3b0Zsfmf8slIC2ArE9OQ6DI_T_1v1J6rC1uw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2419207051</pqid></control><display><type>article</type><title>High-throughput assay for determining enantiomeric excess of chiral diols, amino alcohols, and amines and for direct asymmetric reaction screening</title><source>MEDLINE</source><source>Nature</source><source>Alma/SFX Local Collection</source><creator>Shcherbakova, Elena G. ; James, Tony D. ; Anzenbacher, Pavel</creator><creatorcontrib>Shcherbakova, Elena G. ; James, Tony D. ; Anzenbacher, Pavel</creatorcontrib><description>Determining enantiomeric excess (e.e.) in chiral compounds is key to development of chiral catalyst auxiliaries and chiral drugs. Here we describe a sensitive and robust fluorescence-based assay for determining e.e. in mixtures of enantiomers of 1,2- and 1,3-diols, chiral amines, amino alcohols, and amino-acid esters. The method is based on dynamic self-assembly of commercially available chiral amines, 2-formylphenylboronic acid, and chiral diols in acetonitrile to form fluorescent diastereomeric complexes. Each analyte enantiomer engenders a diastereomer with distinct fluorescence wavelength/intensity originating from enantiopure fluorescent ligands. In this assay, enantiomers of amines and amine derivatives assemble with diol-type ligands containing a binaphthol moiety (BINOL and VANOL), whereas diol enantiomers form complexes with the enantiopure amine-type fluorescent ligand tryptophanol. The differential fluorescence is utilized to determine the amount of each enantiomer in the mixture with an error of <1% e.e. This method enables high-throughput real-time evaluation of enantiomeric/diastereomeric excess (e.e./d.e.) and product yield of crude asymmetric reaction products. The procedure comprises high-throughput liquid dispensing of three components into 384-well plates and recording of fluorescence using an automated plate reader. The approach enables scaling up the screening of combinatorial libraries and, together with parallel synthesis, creates a robust platform for discovering chiral catalysts or auxiliaries for asymmetric transformations and chiral drug development. The procedure takes ~4–6 h and requires 10–20 ng of substrate per well. Our fluorescence-based assay offers distinct advantages over existing methods because it is not sensitive to the presence of common additives/impurities or unreacted/incompletely utilized reagents or catalysts.
Optimizing the synthesis of chiral compounds involves determining the enantiomerical excess (e.e.) of the products. This protocol describes a high-throughput fluorescence-based assay to determine the e.e. of diols, amino alcohols, and amines.</description><identifier>ISSN: 1754-2189</identifier><identifier>EISSN: 1750-2799</identifier><identifier>DOI: 10.1038/s41596-020-0329-1</identifier><identifier>PMID: 32541940</identifier><language>eng</language><publisher>London: Nature Publishing Group UK</publisher><subject>631/154/1435/2163 ; 639/638/11/874 ; Acetonitrile ; Additives ; Alcohol ; Alcohols ; Amines ; Amines - chemistry ; Amino acids ; Amino Alcohols - chemistry ; Analysis ; Analytical Chemistry ; Assaying ; Asymmetry ; Biological Techniques ; Biomedical and Life Sciences ; Catalysts ; Chemical synthesis ; Chirality ; Combinatorial analysis ; Combinatorial libraries ; Computational Biology/Bioinformatics ; Diols ; Drug development ; Drug Evaluation, Preclinical - methods ; Enantiomers ; Esters ; Fluorescence ; High-throughput screening (Biochemical assaying) ; High-Throughput Screening Assays - methods ; Impurities ; Life Sciences ; Ligands ; Methods ; Microarrays ; Organic Chemistry ; Protocol ; Reaction products ; Reagents ; Robustness ; Screening ; Self-assembly ; Stereoisomerism ; Substrates</subject><ispartof>Nature protocols, 2020-07, Vol.15 (7), p.2203-2229</ispartof><rights>The Author(s), under exclusive licence to Springer Nature Limited 2020</rights><rights>COPYRIGHT 2020 Nature Publishing Group</rights><rights>The Author(s), under exclusive licence to Springer Nature Limited 2020.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c610t-ea55c4420606c07a3412af574a1d0a04249892960d4391ac01c5ca4abb59bce33</citedby><cites>FETCH-LOGICAL-c610t-ea55c4420606c07a3412af574a1d0a04249892960d4391ac01c5ca4abb59bce33</cites><orcidid>0000-0001-8407-1663 ; 0000-0002-4095-2191</orcidid></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/32541940$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Shcherbakova, Elena G.</creatorcontrib><creatorcontrib>James, Tony D.</creatorcontrib><creatorcontrib>Anzenbacher, Pavel</creatorcontrib><title>High-throughput assay for determining enantiomeric excess of chiral diols, amino alcohols, and amines and for direct asymmetric reaction screening</title><title>Nature protocols</title><addtitle>Nat Protoc</addtitle><addtitle>Nat Protoc</addtitle><description>Determining enantiomeric excess (e.e.) in chiral compounds is key to development of chiral catalyst auxiliaries and chiral drugs. Here we describe a sensitive and robust fluorescence-based assay for determining e.e. in mixtures of enantiomers of 1,2- and 1,3-diols, chiral amines, amino alcohols, and amino-acid esters. The method is based on dynamic self-assembly of commercially available chiral amines, 2-formylphenylboronic acid, and chiral diols in acetonitrile to form fluorescent diastereomeric complexes. Each analyte enantiomer engenders a diastereomer with distinct fluorescence wavelength/intensity originating from enantiopure fluorescent ligands. In this assay, enantiomers of amines and amine derivatives assemble with diol-type ligands containing a binaphthol moiety (BINOL and VANOL), whereas diol enantiomers form complexes with the enantiopure amine-type fluorescent ligand tryptophanol. The differential fluorescence is utilized to determine the amount of each enantiomer in the mixture with an error of <1% e.e. This method enables high-throughput real-time evaluation of enantiomeric/diastereomeric excess (e.e./d.e.) and product yield of crude asymmetric reaction products. The procedure comprises high-throughput liquid dispensing of three components into 384-well plates and recording of fluorescence using an automated plate reader. The approach enables scaling up the screening of combinatorial libraries and, together with parallel synthesis, creates a robust platform for discovering chiral catalysts or auxiliaries for asymmetric transformations and chiral drug development. The procedure takes ~4–6 h and requires 10–20 ng of substrate per well. Our fluorescence-based assay offers distinct advantages over existing methods because it is not sensitive to the presence of common additives/impurities or unreacted/incompletely utilized reagents or catalysts.
Optimizing the synthesis of chiral compounds involves determining the enantiomerical excess (e.e.) of the products. This protocol describes a high-throughput fluorescence-based assay to determine the e.e. of diols, amino alcohols, and amines.</description><subject>631/154/1435/2163</subject><subject>639/638/11/874</subject><subject>Acetonitrile</subject><subject>Additives</subject><subject>Alcohol</subject><subject>Alcohols</subject><subject>Amines</subject><subject>Amines - chemistry</subject><subject>Amino acids</subject><subject>Amino Alcohols - chemistry</subject><subject>Analysis</subject><subject>Analytical Chemistry</subject><subject>Assaying</subject><subject>Asymmetry</subject><subject>Biological Techniques</subject><subject>Biomedical and Life Sciences</subject><subject>Catalysts</subject><subject>Chemical synthesis</subject><subject>Chirality</subject><subject>Combinatorial analysis</subject><subject>Combinatorial libraries</subject><subject>Computational Biology/Bioinformatics</subject><subject>Diols</subject><subject>Drug development</subject><subject>Drug Evaluation, Preclinical - methods</subject><subject>Enantiomers</subject><subject>Esters</subject><subject>Fluorescence</subject><subject>High-throughput screening (Biochemical assaying)</subject><subject>High-Throughput Screening Assays - methods</subject><subject>Impurities</subject><subject>Life Sciences</subject><subject>Ligands</subject><subject>Methods</subject><subject>Microarrays</subject><subject>Organic Chemistry</subject><subject>Protocol</subject><subject>Reaction products</subject><subject>Reagents</subject><subject>Robustness</subject><subject>Screening</subject><subject>Self-assembly</subject><subject>Stereoisomerism</subject><subject>Substrates</subject><issn>1754-2189</issn><issn>1750-2799</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><sourceid>GNUQQ</sourceid><recordid>eNp9ks9u1DAQxiMEoqXwAFyQJS5FImXsOHF8rKqWVqqExJ-z5XUmiavEXuxE6r4GT4yzKVSLAPlge_ybb2bkL8teUzijUNQfIqelrHJgkEPBZE6fZMdUlJAzIeXT_ZnnjNbyKHsR4x0AF0UlnmdHBSs5lRyOsx_XtuvzqQ9-7vrtPBEdo96R1gfS4IRhtM66jqDTbrJ-xGANwXuDMRLfEtPboAfSWD_E90Qn2BM9GN-vd9fsYxj3x72mDWiWIrtxxGkRC6hNUnYkmoC4FHuZPWv1EPHVw36Sfbu6_Hpxnd9--nhzcX6bm4rClKMuS8M5gwoqA0IXnDLdloJr2oAGzrisJZMVNLyQVBugpjSa682mlBuDRXGSna662-C_zxgnNdpocBi0Qz9HxTjlADWrZULf_oHe-Tm41F2iRCokhBT_p6hkIKCkj1SnB1TWtX4K2iyl1XnF6oKK9LWJOvsLlVaDozXeYWtT_CDh3UFCYia8nzo9x6huvnw-ZOnKmuBjDNiqbbCjDjtFQS3OUquzVHKWWpyllrbfPAw3b0Zsfmf8slIC2ArE9OQ6DI_T_1v1J6rC1uw</recordid><startdate>20200701</startdate><enddate>20200701</enddate><creator>Shcherbakova, Elena G.</creator><creator>James, Tony D.</creator><creator>Anzenbacher, Pavel</creator><general>Nature Publishing Group UK</general><general>Nature Publishing 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>ISR</scope><scope>3V.</scope><scope>7QG</scope><scope>7T5</scope><scope>7T7</scope><scope>7TM</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FD</scope><scope>8FE</scope><scope>8FH</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>ATCPS</scope><scope>AZQEC</scope><scope>BBNVY</scope><scope>BENPR</scope><scope>BHPHI</scope><scope>C1K</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FR3</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>H94</scope><scope>HCIFZ</scope><scope>K9.</scope><scope>LK8</scope><scope>M0S</scope><scope>M1P</scope><scope>M7N</scope><scope>M7P</scope><scope>P64</scope><scope>PATMY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PYCSY</scope><scope>RC3</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-8407-1663</orcidid><orcidid>https://orcid.org/0000-0002-4095-2191</orcidid></search><sort><creationdate>20200701</creationdate><title>High-throughput assay for determining enantiomeric excess of chiral diols, amino alcohols, and amines and for direct asymmetric reaction screening</title><author>Shcherbakova, Elena G. ; James, Tony D. ; Anzenbacher, Pavel</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c610t-ea55c4420606c07a3412af574a1d0a04249892960d4391ac01c5ca4abb59bce33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>631/154/1435/2163</topic><topic>639/638/11/874</topic><topic>Acetonitrile</topic><topic>Additives</topic><topic>Alcohol</topic><topic>Alcohols</topic><topic>Amines</topic><topic>Amines - chemistry</topic><topic>Amino acids</topic><topic>Amino Alcohols - chemistry</topic><topic>Analysis</topic><topic>Analytical Chemistry</topic><topic>Assaying</topic><topic>Asymmetry</topic><topic>Biological Techniques</topic><topic>Biomedical and Life Sciences</topic><topic>Catalysts</topic><topic>Chemical synthesis</topic><topic>Chirality</topic><topic>Combinatorial analysis</topic><topic>Combinatorial libraries</topic><topic>Computational Biology/Bioinformatics</topic><topic>Diols</topic><topic>Drug development</topic><topic>Drug Evaluation, Preclinical - methods</topic><topic>Enantiomers</topic><topic>Esters</topic><topic>Fluorescence</topic><topic>High-throughput screening (Biochemical assaying)</topic><topic>High-Throughput Screening Assays - methods</topic><topic>Impurities</topic><topic>Life Sciences</topic><topic>Ligands</topic><topic>Methods</topic><topic>Microarrays</topic><topic>Organic Chemistry</topic><topic>Protocol</topic><topic>Reaction products</topic><topic>Reagents</topic><topic>Robustness</topic><topic>Screening</topic><topic>Self-assembly</topic><topic>Stereoisomerism</topic><topic>Substrates</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Shcherbakova, Elena G.</creatorcontrib><creatorcontrib>James, Tony D.</creatorcontrib><creatorcontrib>Anzenbacher, Pavel</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Gale In Context: Science</collection><collection>ProQuest Central (Corporate)</collection><collection>Animal Behavior Abstracts</collection><collection>Immunology Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Technology Research Database</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Natural Science Collection</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest Central UK/Ireland</collection><collection>Agricultural & Environmental Science Collection</collection><collection>ProQuest Central Essentials</collection><collection>Biological Science Collection</collection><collection>Proquest Central</collection><collection>Natural Science Collection</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central Korea</collection><collection>Engineering Research Database</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>SciTech Premium Collection</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>ProQuest Biological Science Collection</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biological Science Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Environmental Science Database</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>Environmental Science Collection</collection><collection>Genetics Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Nature protocols</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Shcherbakova, Elena G.</au><au>James, Tony D.</au><au>Anzenbacher, Pavel</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>High-throughput assay for determining enantiomeric excess of chiral diols, amino alcohols, and amines and for direct asymmetric reaction screening</atitle><jtitle>Nature protocols</jtitle><stitle>Nat Protoc</stitle><addtitle>Nat Protoc</addtitle><date>2020-07-01</date><risdate>2020</risdate><volume>15</volume><issue>7</issue><spage>2203</spage><epage>2229</epage><pages>2203-2229</pages><issn>1754-2189</issn><eissn>1750-2799</eissn><abstract>Determining enantiomeric excess (e.e.) in chiral compounds is key to development of chiral catalyst auxiliaries and chiral drugs. Here we describe a sensitive and robust fluorescence-based assay for determining e.e. in mixtures of enantiomers of 1,2- and 1,3-diols, chiral amines, amino alcohols, and amino-acid esters. The method is based on dynamic self-assembly of commercially available chiral amines, 2-formylphenylboronic acid, and chiral diols in acetonitrile to form fluorescent diastereomeric complexes. Each analyte enantiomer engenders a diastereomer with distinct fluorescence wavelength/intensity originating from enantiopure fluorescent ligands. In this assay, enantiomers of amines and amine derivatives assemble with diol-type ligands containing a binaphthol moiety (BINOL and VANOL), whereas diol enantiomers form complexes with the enantiopure amine-type fluorescent ligand tryptophanol. The differential fluorescence is utilized to determine the amount of each enantiomer in the mixture with an error of <1% e.e. This method enables high-throughput real-time evaluation of enantiomeric/diastereomeric excess (e.e./d.e.) and product yield of crude asymmetric reaction products. The procedure comprises high-throughput liquid dispensing of three components into 384-well plates and recording of fluorescence using an automated plate reader. The approach enables scaling up the screening of combinatorial libraries and, together with parallel synthesis, creates a robust platform for discovering chiral catalysts or auxiliaries for asymmetric transformations and chiral drug development. The procedure takes ~4–6 h and requires 10–20 ng of substrate per well. Our fluorescence-based assay offers distinct advantages over existing methods because it is not sensitive to the presence of common additives/impurities or unreacted/incompletely utilized reagents or catalysts.
Optimizing the synthesis of chiral compounds involves determining the enantiomerical excess (e.e.) of the products. This protocol describes a high-throughput fluorescence-based assay to determine the e.e. of diols, amino alcohols, and amines.</abstract><cop>London</cop><pub>Nature Publishing Group UK</pub><pmid>32541940</pmid><doi>10.1038/s41596-020-0329-1</doi><tpages>27</tpages><orcidid>https://orcid.org/0000-0001-8407-1663</orcidid><orcidid>https://orcid.org/0000-0002-4095-2191</orcidid><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1754-2189 |
| ispartof | Nature protocols, 2020-07, Vol.15 (7), p.2203-2229 |
| issn | 1754-2189 1750-2799 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_2414008289 |
| source | MEDLINE; Nature; Alma/SFX Local Collection |
| subjects | 631/154/1435/2163 639/638/11/874 Acetonitrile Additives Alcohol Alcohols Amines Amines - chemistry Amino acids Amino Alcohols - chemistry Analysis Analytical Chemistry Assaying Asymmetry Biological Techniques Biomedical and Life Sciences Catalysts Chemical synthesis Chirality Combinatorial analysis Combinatorial libraries Computational Biology/Bioinformatics Diols Drug development Drug Evaluation, Preclinical - methods Enantiomers Esters Fluorescence High-throughput screening (Biochemical assaying) High-Throughput Screening Assays - methods Impurities Life Sciences Ligands Methods Microarrays Organic Chemistry Protocol Reaction products Reagents Robustness Screening Self-assembly Stereoisomerism Substrates |
| title | High-throughput assay for determining enantiomeric excess of chiral diols, amino alcohols, and amines and for direct asymmetric reaction screening |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-22T13%3A45%3A02IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-gale_proqu&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=High-throughput%20assay%20for%20determining%20enantiomeric%20excess%20of%20chiral%20diols,%20amino%20alcohols,%20and%20amines%20and%20for%20direct%20asymmetric%20reaction%20screening&rft.jtitle=Nature%20protocols&rft.au=Shcherbakova,%20Elena%20G.&rft.date=2020-07-01&rft.volume=15&rft.issue=7&rft.spage=2203&rft.epage=2229&rft.pages=2203-2229&rft.issn=1754-2189&rft.eissn=1750-2799&rft_id=info:doi/10.1038/s41596-020-0329-1&rft_dat=%3Cgale_proqu%3EA628317038%3C/gale_proqu%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2419207051&rft_id=info:pmid/32541940&rft_galeid=A628317038&rfr_iscdi=true |