Loading…
Enzymatic Synthesis and Structural Characterization of Theanderose through Transfructosylation Reaction Catalyzed by Levansucrase from Bacillus subtilis CECT 39
This work addresses the high-yield and fast enzymatic production of theanderose, a naturally occurring carbohydrate, also known as isomaltosucrose, whose chemical structure determined by NMR is α-d-glucopyranosyl-(1 → 6)-α-d-glucopyranosyl-(1 → 2)-β-d-fructofuranose. The ability of isomaltose to act...
Saved in:
Published in: | Journal of agricultural and food chemistry 2017-12, Vol.65 (48), p.10505-10513 |
---|---|
Main Authors: | , , , , , , |
Format: | Article |
Language: | English |
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-a336t-cd6e14b3177d7b5cc7ff97001385f579e49b9b0e0caa76fb0621d4ea503c651a3 |
---|---|
cites | cdi_FETCH-LOGICAL-a336t-cd6e14b3177d7b5cc7ff97001385f579e49b9b0e0caa76fb0621d4ea503c651a3 |
container_end_page | 10513 |
container_issue | 48 |
container_start_page | 10505 |
container_title | Journal of agricultural and food chemistry |
container_volume | 65 |
creator | Ruiz-Aceituno, Laura Sanz, Maria Luz de las Rivas, Blanca Muñoz, Rosario Kolida, Sofia Jimeno, Maria Luisa Moreno, F. Javier |
description | This work addresses the high-yield and fast enzymatic production of theanderose, a naturally occurring carbohydrate, also known as isomaltosucrose, whose chemical structure determined by NMR is α-d-glucopyranosyl-(1 → 6)-α-d-glucopyranosyl-(1 → 2)-β-d-fructofuranose. The ability of isomaltose to act as an acceptor in the Bacillus subtilis CECT 39 levansucrase-catalyzed transfructosylation reaction to efficiently produce theanderose in the presence of sucrose as a donor is described by using four different sucrose:isomaltose concentration ratios. The maximum theanderose concentration ranged from 122.4 to 130.4 g L–1, was obtained after only 1 h and at a moderate temperature (37 °C), leading to high productivity (109.7–130.4 g L–1h–1) and yield (up to 37.3%) values. The enzymatic synthesis was highly regiospecific, since no other detectable acceptor reaction products were formed. The development of efficient and cost-effective procedures for the biosynthesis of unexplored but appealing oligosaccharides as potential sweeteners, such as theanderose, could help to expand its potential applications which are currently limited by their low availability. |
doi_str_mv | 10.1021/acs.jafc.7b03092 |
format | article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1964268818</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1964268818</sourcerecordid><originalsourceid>FETCH-LOGICAL-a336t-cd6e14b3177d7b5cc7ff97001385f579e49b9b0e0caa76fb0621d4ea503c651a3</originalsourceid><addsrcrecordid>eNp1kU2P0zAQhi0EYsvCnRPykQMpdlzb8RGi8iFVQmLLORo7NsnKSRZ_IKW_hp-KSws3TjOH53k1oxehl5RsKanpWzBxew_ObKUmjKj6EdpQXpOKU9o8RhtSmKrhgt6gZzHeE0IaLslTdFMryqio1Qb92s-ndYI0Gny3zmmwcYwY5h7fpZBNygE8bgcIYJIN46mAy4wXh4-DLZQNS7Q4DWHJ3wd8DDBHd9aWuPoL-tUW87y0kMCvJ9tjveKD_VnQbAIU3YVlwu_BjN7niGPWafTliHbfHjFTz9ETBz7aF9d5i7592B_bT9Xhy8fP7btDBYyJVJleWLrTjErZS82Nkc4pSQhlDXdcKrtTWmliiQGQwmkiatrvLHDCjOAU2C16fcl9CMuPbGPqpjEa6z3Mdsmxo0rsatE0tCkouaCmvB-Ddd1DGCcIa0dJd-6lK7105166ay9FeXVNz3qy_T_hbxEFeHMB_qhLDnN59v95vwF_kp2H</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1964268818</pqid></control><display><type>article</type><title>Enzymatic Synthesis and Structural Characterization of Theanderose through Transfructosylation Reaction Catalyzed by Levansucrase from Bacillus subtilis CECT 39</title><source>American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)</source><creator>Ruiz-Aceituno, Laura ; Sanz, Maria Luz ; de las Rivas, Blanca ; Muñoz, Rosario ; Kolida, Sofia ; Jimeno, Maria Luisa ; Moreno, F. Javier</creator><creatorcontrib>Ruiz-Aceituno, Laura ; Sanz, Maria Luz ; de las Rivas, Blanca ; Muñoz, Rosario ; Kolida, Sofia ; Jimeno, Maria Luisa ; Moreno, F. Javier</creatorcontrib><description>This work addresses the high-yield and fast enzymatic production of theanderose, a naturally occurring carbohydrate, also known as isomaltosucrose, whose chemical structure determined by NMR is α-d-glucopyranosyl-(1 → 6)-α-d-glucopyranosyl-(1 → 2)-β-d-fructofuranose. The ability of isomaltose to act as an acceptor in the Bacillus subtilis CECT 39 levansucrase-catalyzed transfructosylation reaction to efficiently produce theanderose in the presence of sucrose as a donor is described by using four different sucrose:isomaltose concentration ratios. The maximum theanderose concentration ranged from 122.4 to 130.4 g L–1, was obtained after only 1 h and at a moderate temperature (37 °C), leading to high productivity (109.7–130.4 g L–1h–1) and yield (up to 37.3%) values. The enzymatic synthesis was highly regiospecific, since no other detectable acceptor reaction products were formed. The development of efficient and cost-effective procedures for the biosynthesis of unexplored but appealing oligosaccharides as potential sweeteners, such as theanderose, could help to expand its potential applications which are currently limited by their low availability.</description><identifier>ISSN: 0021-8561</identifier><identifier>EISSN: 1520-5118</identifier><identifier>DOI: 10.1021/acs.jafc.7b03092</identifier><identifier>PMID: 29131629</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><ispartof>Journal of agricultural and food chemistry, 2017-12, Vol.65 (48), p.10505-10513</ispartof><rights>Copyright © 2017 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a336t-cd6e14b3177d7b5cc7ff97001385f579e49b9b0e0caa76fb0621d4ea503c651a3</citedby><cites>FETCH-LOGICAL-a336t-cd6e14b3177d7b5cc7ff97001385f579e49b9b0e0caa76fb0621d4ea503c651a3</cites><orcidid>0000-0002-7637-9542</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/29131629$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ruiz-Aceituno, Laura</creatorcontrib><creatorcontrib>Sanz, Maria Luz</creatorcontrib><creatorcontrib>de las Rivas, Blanca</creatorcontrib><creatorcontrib>Muñoz, Rosario</creatorcontrib><creatorcontrib>Kolida, Sofia</creatorcontrib><creatorcontrib>Jimeno, Maria Luisa</creatorcontrib><creatorcontrib>Moreno, F. Javier</creatorcontrib><title>Enzymatic Synthesis and Structural Characterization of Theanderose through Transfructosylation Reaction Catalyzed by Levansucrase from Bacillus subtilis CECT 39</title><title>Journal of agricultural and food chemistry</title><addtitle>J. Agric. Food Chem</addtitle><description>This work addresses the high-yield and fast enzymatic production of theanderose, a naturally occurring carbohydrate, also known as isomaltosucrose, whose chemical structure determined by NMR is α-d-glucopyranosyl-(1 → 6)-α-d-glucopyranosyl-(1 → 2)-β-d-fructofuranose. The ability of isomaltose to act as an acceptor in the Bacillus subtilis CECT 39 levansucrase-catalyzed transfructosylation reaction to efficiently produce theanderose in the presence of sucrose as a donor is described by using four different sucrose:isomaltose concentration ratios. The maximum theanderose concentration ranged from 122.4 to 130.4 g L–1, was obtained after only 1 h and at a moderate temperature (37 °C), leading to high productivity (109.7–130.4 g L–1h–1) and yield (up to 37.3%) values. The enzymatic synthesis was highly regiospecific, since no other detectable acceptor reaction products were formed. The development of efficient and cost-effective procedures for the biosynthesis of unexplored but appealing oligosaccharides as potential sweeteners, such as theanderose, could help to expand its potential applications which are currently limited by their low availability.</description><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNp1kU2P0zAQhi0EYsvCnRPykQMpdlzb8RGi8iFVQmLLORo7NsnKSRZ_IKW_hp-KSws3TjOH53k1oxehl5RsKanpWzBxew_ObKUmjKj6EdpQXpOKU9o8RhtSmKrhgt6gZzHeE0IaLslTdFMryqio1Qb92s-ndYI0Gny3zmmwcYwY5h7fpZBNygE8bgcIYJIN46mAy4wXh4-DLZQNS7Q4DWHJ3wd8DDBHd9aWuPoL-tUW87y0kMCvJ9tjveKD_VnQbAIU3YVlwu_BjN7niGPWafTliHbfHjFTz9ETBz7aF9d5i7592B_bT9Xhy8fP7btDBYyJVJleWLrTjErZS82Nkc4pSQhlDXdcKrtTWmliiQGQwmkiatrvLHDCjOAU2C16fcl9CMuPbGPqpjEa6z3Mdsmxo0rsatE0tCkouaCmvB-Ddd1DGCcIa0dJd-6lK7105166ay9FeXVNz3qy_T_hbxEFeHMB_qhLDnN59v95vwF_kp2H</recordid><startdate>20171206</startdate><enddate>20171206</enddate><creator>Ruiz-Aceituno, Laura</creator><creator>Sanz, Maria Luz</creator><creator>de las Rivas, Blanca</creator><creator>Muñoz, Rosario</creator><creator>Kolida, Sofia</creator><creator>Jimeno, Maria Luisa</creator><creator>Moreno, F. Javier</creator><general>American Chemical Society</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-7637-9542</orcidid></search><sort><creationdate>20171206</creationdate><title>Enzymatic Synthesis and Structural Characterization of Theanderose through Transfructosylation Reaction Catalyzed by Levansucrase from Bacillus subtilis CECT 39</title><author>Ruiz-Aceituno, Laura ; Sanz, Maria Luz ; de las Rivas, Blanca ; Muñoz, Rosario ; Kolida, Sofia ; Jimeno, Maria Luisa ; Moreno, F. Javier</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a336t-cd6e14b3177d7b5cc7ff97001385f579e49b9b0e0caa76fb0621d4ea503c651a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ruiz-Aceituno, Laura</creatorcontrib><creatorcontrib>Sanz, Maria Luz</creatorcontrib><creatorcontrib>de las Rivas, Blanca</creatorcontrib><creatorcontrib>Muñoz, Rosario</creatorcontrib><creatorcontrib>Kolida, Sofia</creatorcontrib><creatorcontrib>Jimeno, Maria Luisa</creatorcontrib><creatorcontrib>Moreno, F. Javier</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ruiz-Aceituno, Laura</au><au>Sanz, Maria Luz</au><au>de las Rivas, Blanca</au><au>Muñoz, Rosario</au><au>Kolida, Sofia</au><au>Jimeno, Maria Luisa</au><au>Moreno, F. Javier</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Enzymatic Synthesis and Structural Characterization of Theanderose through Transfructosylation Reaction Catalyzed by Levansucrase from Bacillus subtilis CECT 39</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>2017-12-06</date><risdate>2017</risdate><volume>65</volume><issue>48</issue><spage>10505</spage><epage>10513</epage><pages>10505-10513</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><abstract>This work addresses the high-yield and fast enzymatic production of theanderose, a naturally occurring carbohydrate, also known as isomaltosucrose, whose chemical structure determined by NMR is α-d-glucopyranosyl-(1 → 6)-α-d-glucopyranosyl-(1 → 2)-β-d-fructofuranose. The ability of isomaltose to act as an acceptor in the Bacillus subtilis CECT 39 levansucrase-catalyzed transfructosylation reaction to efficiently produce theanderose in the presence of sucrose as a donor is described by using four different sucrose:isomaltose concentration ratios. The maximum theanderose concentration ranged from 122.4 to 130.4 g L–1, was obtained after only 1 h and at a moderate temperature (37 °C), leading to high productivity (109.7–130.4 g L–1h–1) and yield (up to 37.3%) values. The enzymatic synthesis was highly regiospecific, since no other detectable acceptor reaction products were formed. The development of efficient and cost-effective procedures for the biosynthesis of unexplored but appealing oligosaccharides as potential sweeteners, such as theanderose, could help to expand its potential applications which are currently limited by their low availability.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>29131629</pmid><doi>10.1021/acs.jafc.7b03092</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0002-7637-9542</orcidid></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0021-8561 |
ispartof | Journal of agricultural and food chemistry, 2017-12, Vol.65 (48), p.10505-10513 |
issn | 0021-8561 1520-5118 |
language | eng |
recordid | cdi_proquest_miscellaneous_1964268818 |
source | American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list) |
title | Enzymatic Synthesis and Structural Characterization of Theanderose through Transfructosylation Reaction Catalyzed by Levansucrase from Bacillus subtilis CECT 39 |
url | http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-27T12%3A59%3A24IST&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=Enzymatic%20Synthesis%20and%20Structural%20Characterization%20of%20Theanderose%20through%20Transfructosylation%20Reaction%20Catalyzed%20by%20Levansucrase%20from%20Bacillus%20subtilis%20CECT%2039&rft.jtitle=Journal%20of%20agricultural%20and%20food%20chemistry&rft.au=Ruiz-Aceituno,%20Laura&rft.date=2017-12-06&rft.volume=65&rft.issue=48&rft.spage=10505&rft.epage=10513&rft.pages=10505-10513&rft.issn=0021-8561&rft.eissn=1520-5118&rft_id=info:doi/10.1021/acs.jafc.7b03092&rft_dat=%3Cproquest_cross%3E1964268818%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-a336t-cd6e14b3177d7b5cc7ff97001385f579e49b9b0e0caa76fb0621d4ea503c651a3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=1964268818&rft_id=info:pmid/29131629&rfr_iscdi=true |