Molecularization of Foam-Active Saponins from Sugar Beet Side Streams (Beta vulgaris ssp. vulgaris var. altissima)
This work focuses on the isolation and characterization of saponins with a very low bitter intensity originating from sustainable plant materials, in particular the sugar beet pulp by-product stream. Via a concise foam activity screening of saponin-containing materials, which gives indications for t...
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Veröffentlicht in: | Journal of agricultural and food chemistry 2020-09, Vol.68 (39), p.10962-10974 |
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container_title | Journal of agricultural and food chemistry |
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creator | Edelmann, Matthias Dawid, Corinna Hochreiter, Katharina Ralla, Theo Stark, Timo D Salminen, Hanna Weiss, Jochen Hofmann, Thomas |
description | This work focuses on the isolation and characterization of saponins with a very low bitter intensity originating from sustainable plant materials, in particular the sugar beet pulp by-product stream. Via a concise foam activity screening of saponin-containing materials, which gives indications for their emulsifying ability, sugar beet root extract was selected and examined for low bitter saponins by means of activity guided fractionation. Individual saponins were isolated from sugar beet pulp, which was identified as the most convenient sugar beet saponin source. Liquid chromatography–tandem mass spectrometry (LC–MS/MS) analysis and one-dimensional (1D) and two-dimensional (2D) nuclear magnetic resonance (NMR) spectroscopy led to the unequivocal identification of the major, slightly bitter tasting compounds as a series of eight saponins. The complete assignment of 1H and 13C NMR signals for several saponins was carried out for the first time. A small-scale foam activity assay was established and applied to a broad spectrum of the isolated and commercially available saponins. Additionally, orosensory recognition thresholds were determined. Not only high recognition thresholds were determined (thresholds >1000 μmol/L) but also fundamental information about the foaming behavior of mono- and bidesmosidic saponins was collected. The obtained results are relevant to the utilization of saponins from other plant materials or by-product streams and for the use of sugar beet saponins as food additives. |
doi_str_mv | 10.1021/acs.jafc.0c04603 |
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Via a concise foam activity screening of saponin-containing materials, which gives indications for their emulsifying ability, sugar beet root extract was selected and examined for low bitter saponins by means of activity guided fractionation. Individual saponins were isolated from sugar beet pulp, which was identified as the most convenient sugar beet saponin source. Liquid chromatography–tandem mass spectrometry (LC–MS/MS) analysis and one-dimensional (1D) and two-dimensional (2D) nuclear magnetic resonance (NMR) spectroscopy led to the unequivocal identification of the major, slightly bitter tasting compounds as a series of eight saponins. The complete assignment of 1H and 13C NMR signals for several saponins was carried out for the first time. A small-scale foam activity assay was established and applied to a broad spectrum of the isolated and commercially available saponins. Additionally, orosensory recognition thresholds were determined. Not only high recognition thresholds were determined (thresholds >1000 μmol/L) but also fundamental information about the foaming behavior of mono- and bidesmosidic saponins was collected. 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Agric. Food Chem</addtitle><description>This work focuses on the isolation and characterization of saponins with a very low bitter intensity originating from sustainable plant materials, in particular the sugar beet pulp by-product stream. Via a concise foam activity screening of saponin-containing materials, which gives indications for their emulsifying ability, sugar beet root extract was selected and examined for low bitter saponins by means of activity guided fractionation. Individual saponins were isolated from sugar beet pulp, which was identified as the most convenient sugar beet saponin source. Liquid chromatography–tandem mass spectrometry (LC–MS/MS) analysis and one-dimensional (1D) and two-dimensional (2D) nuclear magnetic resonance (NMR) spectroscopy led to the unequivocal identification of the major, slightly bitter tasting compounds as a series of eight saponins. The complete assignment of 1H and 13C NMR signals for several saponins was carried out for the first time. A small-scale foam activity assay was established and applied to a broad spectrum of the isolated and commercially available saponins. Additionally, orosensory recognition thresholds were determined. Not only high recognition thresholds were determined (thresholds >1000 μmol/L) but also fundamental information about the foaming behavior of mono- and bidesmosidic saponins was collected. The obtained results are relevant to the utilization of saponins from other plant materials or by-product streams and for the use of sugar beet saponins as food additives.</description><subject>Beta vulgaris - chemistry</subject><subject>Chromatography, Liquid</subject><subject>Flavoring Agents - chemistry</subject><subject>Functional Structure/Activity Relationships</subject><subject>Molecular Structure</subject><subject>Plant Extracts - chemistry</subject><subject>Plant Tubers - chemistry</subject><subject>Saponins - chemistry</subject><subject>Tandem Mass Spectrometry</subject><subject>Waste Products - analysis</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp1kM9LwzAUx4Mobk7vniRHBVtfmrZLj9twKkw8TM_ltUmko21K0g70rzdzU0-eHo_vj8f7EHLJIGQQsTssXbhBXYZQQpwCPyJjlkQQJIyJYzIG7wlEkrIROXNuAwAimcIpGfFICBZn2ZjYZ1OrcqjRVp_YV6alRtOlwSaYlX21VXSNnWmr1lFtTUPXwztaOleqp-tKerW3ChtHr-eqR7odai9XjjrXhX_bFm1Ise4r56oGb87JicbaqYvDnJC35f3r4jFYvTw8LWarADlP-0DLaKo1ZIkQAoBpWaRxAZyhVmnEeIFMaEQhVVlyqRhH5DrNhJSCYZbFik8I7HtLa5yzSued9fftR84g3-HLPb58hy8_4PORq32kG4pGyd_ADy9vuN0bvqNmsK3_4P--Lx8JfYQ</recordid><startdate>20200930</startdate><enddate>20200930</enddate><creator>Edelmann, Matthias</creator><creator>Dawid, Corinna</creator><creator>Hochreiter, Katharina</creator><creator>Ralla, Theo</creator><creator>Stark, Timo D</creator><creator>Salminen, Hanna</creator><creator>Weiss, Jochen</creator><creator>Hofmann, Thomas</creator><general>American Chemical Society</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><orcidid>https://orcid.org/0000-0003-4057-7165</orcidid><orcidid>https://orcid.org/0000-0001-5342-2600</orcidid><orcidid>https://orcid.org/0000-0003-1669-1507</orcidid><orcidid>https://orcid.org/0000-0002-6502-173X</orcidid></search><sort><creationdate>20200930</creationdate><title>Molecularization of Foam-Active Saponins from Sugar Beet Side Streams (Beta vulgaris ssp. vulgaris var. altissima)</title><author>Edelmann, Matthias ; Dawid, Corinna ; Hochreiter, Katharina ; Ralla, Theo ; Stark, Timo D ; Salminen, Hanna ; Weiss, Jochen ; Hofmann, Thomas</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a336t-fd27ff095888001fdb64b031afe6213ba18faa8decc3de13aa3f698dd81a994e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Beta vulgaris - chemistry</topic><topic>Chromatography, Liquid</topic><topic>Flavoring Agents - chemistry</topic><topic>Functional Structure/Activity Relationships</topic><topic>Molecular Structure</topic><topic>Plant Extracts - chemistry</topic><topic>Plant Tubers - chemistry</topic><topic>Saponins - chemistry</topic><topic>Tandem Mass Spectrometry</topic><topic>Waste Products - analysis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Edelmann, Matthias</creatorcontrib><creatorcontrib>Dawid, Corinna</creatorcontrib><creatorcontrib>Hochreiter, Katharina</creatorcontrib><creatorcontrib>Ralla, Theo</creatorcontrib><creatorcontrib>Stark, Timo D</creatorcontrib><creatorcontrib>Salminen, Hanna</creatorcontrib><creatorcontrib>Weiss, Jochen</creatorcontrib><creatorcontrib>Hofmann, Thomas</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><jtitle>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Edelmann, Matthias</au><au>Dawid, Corinna</au><au>Hochreiter, Katharina</au><au>Ralla, Theo</au><au>Stark, Timo D</au><au>Salminen, Hanna</au><au>Weiss, Jochen</au><au>Hofmann, Thomas</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Molecularization of Foam-Active Saponins from Sugar Beet Side Streams (Beta vulgaris ssp. vulgaris var. altissima)</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>2020-09-30</date><risdate>2020</risdate><volume>68</volume><issue>39</issue><spage>10962</spage><epage>10974</epage><pages>10962-10974</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><abstract>This work focuses on the isolation and characterization of saponins with a very low bitter intensity originating from sustainable plant materials, in particular the sugar beet pulp by-product stream. Via a concise foam activity screening of saponin-containing materials, which gives indications for their emulsifying ability, sugar beet root extract was selected and examined for low bitter saponins by means of activity guided fractionation. Individual saponins were isolated from sugar beet pulp, which was identified as the most convenient sugar beet saponin source. Liquid chromatography–tandem mass spectrometry (LC–MS/MS) analysis and one-dimensional (1D) and two-dimensional (2D) nuclear magnetic resonance (NMR) spectroscopy led to the unequivocal identification of the major, slightly bitter tasting compounds as a series of eight saponins. The complete assignment of 1H and 13C NMR signals for several saponins was carried out for the first time. A small-scale foam activity assay was established and applied to a broad spectrum of the isolated and commercially available saponins. Additionally, orosensory recognition thresholds were determined. Not only high recognition thresholds were determined (thresholds >1000 μmol/L) but also fundamental information about the foaming behavior of mono- and bidesmosidic saponins was collected. 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subjects | Beta vulgaris - chemistry Chromatography, Liquid Flavoring Agents - chemistry Functional Structure/Activity Relationships Molecular Structure Plant Extracts - chemistry Plant Tubers - chemistry Saponins - chemistry Tandem Mass Spectrometry Waste Products - analysis |
title | Molecularization of Foam-Active Saponins from Sugar Beet Side Streams (Beta vulgaris ssp. vulgaris var. altissima) |
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