Loading…
Synthesis, Enzymatic Resolution, and Stereochemical Characterization of Isoparaconic Acid Derivatives: A Combined Experimental and Theoretical Investigation
ABSTRACT Enantiomerically enriched isoparaconic acid derivatives were obtained by kinetic enzymatic resolution. To explain the solvent dependence observed for their optical rotatory power a computational investigation of their chiroptical properties was performed. Chirality 26:640–650, 2014. © 2014...
Saved in:
Published in: | Chirality (New York, N.Y.) N.Y.), 2014-10, Vol.26 (10), p.640-650 |
---|---|
Main Authors: | , , , , , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
cited_by | cdi_FETCH-LOGICAL-c4985-3fe74f224f29e7e335396c7891711156ac9dbbd401de331143b25bb303d8b64e3 |
---|---|
cites | cdi_FETCH-LOGICAL-c4985-3fe74f224f29e7e335396c7891711156ac9dbbd401de331143b25bb303d8b64e3 |
container_end_page | 650 |
container_issue | 10 |
container_start_page | 640 |
container_title | Chirality (New York, N.Y.) |
container_volume | 26 |
creator | Felluga, Fulvia Forzato, Cristina Mazzeo, Giuseppe Nitti, Patrizia Pitacco, Giuliana Superchi, Stefano |
description | ABSTRACT
Enantiomerically enriched isoparaconic acid derivatives were obtained by kinetic enzymatic resolution. To explain the solvent dependence observed for their optical rotatory power a computational investigation of their chiroptical properties was performed. Chirality 26:640–650, 2014. © 2014 Wiley Periodicals, Inc. |
doi_str_mv | 10.1002/chir.22355 |
format | article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1744687963</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1744687963</sourcerecordid><originalsourceid>FETCH-LOGICAL-c4985-3fe74f224f29e7e335396c7891711156ac9dbbd401de331143b25bb303d8b64e3</originalsourceid><addsrcrecordid>eNqFkd9u0zAUhyMEYmVwwwMgS9wgtAz_iZ2auyqUrVKBaR0q4sZynBPiLYlLnIx1z8LD4rTbLriAC8uSf9_5bJ8TRS8JPiYY03emst0xpYzzR9GEcIpjwcS3x9EET6WMMU7oQfTM-0uMsRQseRodUI6FTDGdRL9X27avwFt_hObt7bbRvTXoHLyrh9669gjptkCrHjpwpoLGGl2jrNKdNuHM3uoRQq5EC-8246lrQ_3M2AJ9CPl1yK_Bv0czlLkmty0UaH6zCUkDbR9Uo_2iAtdBv1Mv2oD39sfO-zx6Uuraw4u7_TD6-nF-kZ3Gyy8ni2y2jE0ipzxmJaRJSWlYElJgjDMpTDqVJCWEcKGNLPK8SDApQkhIwnLK85xhVkxzkQA7jN7svZvO_RzC_aqx3kBd6xbc4BVJk0RM09C8_6NcCEKokDSgr_9CL93QteEjI8U55eH1gXq7p0znvO-gVJvQHN1tFcFqHK8ax6t24w3wqzvlkDdQPKD38wwA2QO_bA3bf6hUdro4v5fG-xrre7h5qNHdlRIpS7lafz5RqzX9dPZ9eabW7A8f6cCo</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1565525498</pqid></control><display><type>article</type><title>Synthesis, Enzymatic Resolution, and Stereochemical Characterization of Isoparaconic Acid Derivatives: A Combined Experimental and Theoretical Investigation</title><source>Wiley-Blackwell Read & Publish Collection</source><creator>Felluga, Fulvia ; Forzato, Cristina ; Mazzeo, Giuseppe ; Nitti, Patrizia ; Pitacco, Giuliana ; Superchi, Stefano</creator><creatorcontrib>Felluga, Fulvia ; Forzato, Cristina ; Mazzeo, Giuseppe ; Nitti, Patrizia ; Pitacco, Giuliana ; Superchi, Stefano</creatorcontrib><description>ABSTRACT
Enantiomerically enriched isoparaconic acid derivatives were obtained by kinetic enzymatic resolution. To explain the solvent dependence observed for their optical rotatory power a computational investigation of their chiroptical properties was performed. Chirality 26:640–650, 2014. © 2014 Wiley Periodicals, Inc.</description><identifier>ISSN: 0899-0042</identifier><identifier>EISSN: 1520-636X</identifier><identifier>DOI: 10.1002/chir.22355</identifier><identifier>PMID: 25069702</identifier><language>eng</language><publisher>United States: Blackwell Publishing Ltd</publisher><subject>4-Butyrolactone - analogs & derivatives ; 4-Butyrolactone - chemical synthesis ; 4-Butyrolactone - chemistry ; Animals ; Chemistry Techniques, Synthetic ; Chirality ; chiroptical properties ; Computation ; Derivatives ; Enrichment ; Hydrolases - metabolism ; isoparaconic acid derivatives ; kinetic enzymatic resolution ; Kinetics ; Optical properties ; Quantum Theory ; Solvents ; Stereoisomerism ; Synthesis (chemistry)</subject><ispartof>Chirality (New York, N.Y.), 2014-10, Vol.26 (10), p.640-650</ispartof><rights>2014 Wiley Periodicals, Inc.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4985-3fe74f224f29e7e335396c7891711156ac9dbbd401de331143b25bb303d8b64e3</citedby><cites>FETCH-LOGICAL-c4985-3fe74f224f29e7e335396c7891711156ac9dbbd401de331143b25bb303d8b64e3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/25069702$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Felluga, Fulvia</creatorcontrib><creatorcontrib>Forzato, Cristina</creatorcontrib><creatorcontrib>Mazzeo, Giuseppe</creatorcontrib><creatorcontrib>Nitti, Patrizia</creatorcontrib><creatorcontrib>Pitacco, Giuliana</creatorcontrib><creatorcontrib>Superchi, Stefano</creatorcontrib><title>Synthesis, Enzymatic Resolution, and Stereochemical Characterization of Isoparaconic Acid Derivatives: A Combined Experimental and Theoretical Investigation</title><title>Chirality (New York, N.Y.)</title><addtitle>Chirality</addtitle><description>ABSTRACT
Enantiomerically enriched isoparaconic acid derivatives were obtained by kinetic enzymatic resolution. To explain the solvent dependence observed for their optical rotatory power a computational investigation of their chiroptical properties was performed. Chirality 26:640–650, 2014. © 2014 Wiley Periodicals, Inc.</description><subject>4-Butyrolactone - analogs & derivatives</subject><subject>4-Butyrolactone - chemical synthesis</subject><subject>4-Butyrolactone - chemistry</subject><subject>Animals</subject><subject>Chemistry Techniques, Synthetic</subject><subject>Chirality</subject><subject>chiroptical properties</subject><subject>Computation</subject><subject>Derivatives</subject><subject>Enrichment</subject><subject>Hydrolases - metabolism</subject><subject>isoparaconic acid derivatives</subject><subject>kinetic enzymatic resolution</subject><subject>Kinetics</subject><subject>Optical properties</subject><subject>Quantum Theory</subject><subject>Solvents</subject><subject>Stereoisomerism</subject><subject>Synthesis (chemistry)</subject><issn>0899-0042</issn><issn>1520-636X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><recordid>eNqFkd9u0zAUhyMEYmVwwwMgS9wgtAz_iZ2auyqUrVKBaR0q4sZynBPiLYlLnIx1z8LD4rTbLriAC8uSf9_5bJ8TRS8JPiYY03emst0xpYzzR9GEcIpjwcS3x9EET6WMMU7oQfTM-0uMsRQseRodUI6FTDGdRL9X27avwFt_hObt7bbRvTXoHLyrh9669gjptkCrHjpwpoLGGl2jrNKdNuHM3uoRQq5EC-8246lrQ_3M2AJ9CPl1yK_Bv0czlLkmty0UaH6zCUkDbR9Uo_2iAtdBv1Mv2oD39sfO-zx6Uuraw4u7_TD6-nF-kZ3Gyy8ni2y2jE0ipzxmJaRJSWlYElJgjDMpTDqVJCWEcKGNLPK8SDApQkhIwnLK85xhVkxzkQA7jN7svZvO_RzC_aqx3kBd6xbc4BVJk0RM09C8_6NcCEKokDSgr_9CL93QteEjI8U55eH1gXq7p0znvO-gVJvQHN1tFcFqHK8ax6t24w3wqzvlkDdQPKD38wwA2QO_bA3bf6hUdro4v5fG-xrre7h5qNHdlRIpS7lafz5RqzX9dPZ9eabW7A8f6cCo</recordid><startdate>201410</startdate><enddate>201410</enddate><creator>Felluga, Fulvia</creator><creator>Forzato, Cristina</creator><creator>Mazzeo, Giuseppe</creator><creator>Nitti, Patrizia</creator><creator>Pitacco, Giuliana</creator><creator>Superchi, Stefano</creator><general>Blackwell Publishing Ltd</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><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>7QO</scope><scope>7QR</scope><scope>7U7</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>201410</creationdate><title>Synthesis, Enzymatic Resolution, and Stereochemical Characterization of Isoparaconic Acid Derivatives: A Combined Experimental and Theoretical Investigation</title><author>Felluga, Fulvia ; Forzato, Cristina ; Mazzeo, Giuseppe ; Nitti, Patrizia ; Pitacco, Giuliana ; Superchi, Stefano</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4985-3fe74f224f29e7e335396c7891711156ac9dbbd401de331143b25bb303d8b64e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>4-Butyrolactone - analogs & derivatives</topic><topic>4-Butyrolactone - chemical synthesis</topic><topic>4-Butyrolactone - chemistry</topic><topic>Animals</topic><topic>Chemistry Techniques, Synthetic</topic><topic>Chirality</topic><topic>chiroptical properties</topic><topic>Computation</topic><topic>Derivatives</topic><topic>Enrichment</topic><topic>Hydrolases - metabolism</topic><topic>isoparaconic acid derivatives</topic><topic>kinetic enzymatic resolution</topic><topic>Kinetics</topic><topic>Optical properties</topic><topic>Quantum Theory</topic><topic>Solvents</topic><topic>Stereoisomerism</topic><topic>Synthesis (chemistry)</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Felluga, Fulvia</creatorcontrib><creatorcontrib>Forzato, Cristina</creatorcontrib><creatorcontrib>Mazzeo, Giuseppe</creatorcontrib><creatorcontrib>Nitti, Patrizia</creatorcontrib><creatorcontrib>Pitacco, Giuliana</creatorcontrib><creatorcontrib>Superchi, Stefano</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Chemoreception Abstracts</collection><collection>Toxicology Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Chirality (New York, N.Y.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Felluga, Fulvia</au><au>Forzato, Cristina</au><au>Mazzeo, Giuseppe</au><au>Nitti, Patrizia</au><au>Pitacco, Giuliana</au><au>Superchi, Stefano</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis, Enzymatic Resolution, and Stereochemical Characterization of Isoparaconic Acid Derivatives: A Combined Experimental and Theoretical Investigation</atitle><jtitle>Chirality (New York, N.Y.)</jtitle><addtitle>Chirality</addtitle><date>2014-10</date><risdate>2014</risdate><volume>26</volume><issue>10</issue><spage>640</spage><epage>650</epage><pages>640-650</pages><issn>0899-0042</issn><eissn>1520-636X</eissn><abstract>ABSTRACT
Enantiomerically enriched isoparaconic acid derivatives were obtained by kinetic enzymatic resolution. To explain the solvent dependence observed for their optical rotatory power a computational investigation of their chiroptical properties was performed. Chirality 26:640–650, 2014. © 2014 Wiley Periodicals, Inc.</abstract><cop>United States</cop><pub>Blackwell Publishing Ltd</pub><pmid>25069702</pmid><doi>10.1002/chir.22355</doi><tpages>11</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0899-0042 |
ispartof | Chirality (New York, N.Y.), 2014-10, Vol.26 (10), p.640-650 |
issn | 0899-0042 1520-636X |
language | eng |
recordid | cdi_proquest_miscellaneous_1744687963 |
source | Wiley-Blackwell Read & Publish Collection |
subjects | 4-Butyrolactone - analogs & derivatives 4-Butyrolactone - chemical synthesis 4-Butyrolactone - chemistry Animals Chemistry Techniques, Synthetic Chirality chiroptical properties Computation Derivatives Enrichment Hydrolases - metabolism isoparaconic acid derivatives kinetic enzymatic resolution Kinetics Optical properties Quantum Theory Solvents Stereoisomerism Synthesis (chemistry) |
title | Synthesis, Enzymatic Resolution, and Stereochemical Characterization of Isoparaconic Acid Derivatives: A Combined Experimental and Theoretical Investigation |
url | http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-01T01%3A11%3A57IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis,%20Enzymatic%20Resolution,%20and%20Stereochemical%20Characterization%20of%20Isoparaconic%20Acid%20Derivatives:%20A%20Combined%20Experimental%20and%20Theoretical%20Investigation&rft.jtitle=Chirality%20(New%20York,%20N.Y.)&rft.au=Felluga,%20Fulvia&rft.date=2014-10&rft.volume=26&rft.issue=10&rft.spage=640&rft.epage=650&rft.pages=640-650&rft.issn=0899-0042&rft.eissn=1520-636X&rft_id=info:doi/10.1002/chir.22355&rft_dat=%3Cproquest_cross%3E1744687963%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c4985-3fe74f224f29e7e335396c7891711156ac9dbbd401de331143b25bb303d8b64e3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=1565525498&rft_id=info:pmid/25069702&rfr_iscdi=true |