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Purification of an isoflavonoid 7-O-β-apiosyl-glucoside β-glycosidase and its substrates from Dalbergia nigrescens Kurz
A β-glycosidase which hydrolyzes isoflavonoid glycosides, removing β-apiosyl glucose, and two substrates were purified from Dalbergia nigrescens seeds, and the glycoside substrate structures were identified. A β-glycosidase was purified from the seeds of Dalbergia nigescens Kurz based on its ability...
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| Published in: | Phytochemistry (Oxford) 2005-08, Vol.66 (16), p.1880-1889 |
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| Main Authors: | , , , , , |
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| cited_by | cdi_FETCH-LOGICAL-c423t-6d826b7181b1d1412d5affc14a567f48263b910436ba9a29d53bb1151e95b2313 |
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| cites | cdi_FETCH-LOGICAL-c423t-6d826b7181b1d1412d5affc14a567f48263b910436ba9a29d53bb1151e95b2313 |
| container_end_page | 1889 |
| container_issue | 16 |
| container_start_page | 1880 |
| container_title | Phytochemistry (Oxford) |
| container_volume | 66 |
| creator | Chuankhayan, Phimonphan Hua, Yanling Svasti, Jisnuson Sakdarat, Santi Sullivan, Patrick A. Ketudat Cairns, James R. |
| description | A β-glycosidase which hydrolyzes isoflavonoid glycosides, removing β-apiosyl glucose, and two substrates were purified from
Dalbergia nigrescens seeds, and the glycoside substrate structures were identified.
A β-glycosidase was purified from the seeds of
Dalbergia nigescens Kurz based on its ability to hydrolyse
p-nitrophenyl β-glucoside and β-fucoside. This enzyme did not hydrolyze various glycosidic substrates efficiently, so it was used to identify its own natural substrates. Two substrates were identified, isolated and their structures determined as: compound
1, dalpatein 7-O-β-
d-apiofuranosyl-(1
→
6)-β-
d-glucopyranoside and compound
2, 6,2′,4′,5′-tetramethoxy-7-hydroxy-7-O-β-
d-apiofuranosyl-(1
→
6)-β-
d-glucopyranoside (dalnigrein7-O-β-
d-apiofuranosyl-(1
→
6)-β-
d-glucopyranoside). The β-glycosidase removes the sugar from these glycosides as a disaccharide, despite its initial identification as a β-glucosidase and β-fucosidase. |
| doi_str_mv | 10.1016/j.phytochem.2005.06.024 |
| format | article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_68526824</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0031942205003158</els_id><sourcerecordid>68526824</sourcerecordid><originalsourceid>FETCH-LOGICAL-c423t-6d826b7181b1d1412d5affc14a567f48263b910436ba9a29d53bb1151e95b2313</originalsourceid><addsrcrecordid>eNqF0Mtu1DAUBmALgehQeAXqDewSfIuTLKtyFZWKBF1bvqYeZeLBJ6kUHosH6TPV7YzokpVl-_vtox-hM0pqSqj8sK33N-uc7I3f1YyQpiayJkw8QxvatbziLSHP0YYQTqteMHaCXgFsSYGNlC_RCZWk7xrRbdD6Y8kxRKvnmCacAtYTjpDCqG_TlKLDbXVV3f2t9D4mWMdqGBebIDqPy-Ewro8bDb7kHI4zYFgMzFnPHnDIaYc_6tH4PESNpzhkD9ZPgL8v-c9r9CLoEfyb43qKrj9_-nXxtbq8-vLt4vyysoLxuZKuY9K0tKOGOiooc40OwVKhG9kGUS656SkRXBrda9a7hhtDaUN93xjGKT9F7w_v7nP6vXiY1S6WKcZRTz4toGTXMNkxUWB7gDYngOyD2ue403lVlKiH1tVW_WtdPbSuiFTkMfn2-MVidt495Y41F_DuCDRYPYasJxvhybWkEy1vizs7uKCT0kMu5vonI5QTSrjgPSvi_CB8qew2-qzARj9Z72L2dlYuxf-Oew_7vbCe</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>68526824</pqid></control><display><type>article</type><title>Purification of an isoflavonoid 7-O-β-apiosyl-glucoside β-glycosidase and its substrates from Dalbergia nigrescens Kurz</title><source>ScienceDirect Freedom Collection</source><creator>Chuankhayan, Phimonphan ; Hua, Yanling ; Svasti, Jisnuson ; Sakdarat, Santi ; Sullivan, Patrick A. ; Ketudat Cairns, James R.</creator><creatorcontrib>Chuankhayan, Phimonphan ; Hua, Yanling ; Svasti, Jisnuson ; Sakdarat, Santi ; Sullivan, Patrick A. ; Ketudat Cairns, James R.</creatorcontrib><description>A β-glycosidase which hydrolyzes isoflavonoid glycosides, removing β-apiosyl glucose, and two substrates were purified from
Dalbergia nigrescens seeds, and the glycoside substrate structures were identified.
A β-glycosidase was purified from the seeds of
Dalbergia nigescens Kurz based on its ability to hydrolyse
p-nitrophenyl β-glucoside and β-fucoside. This enzyme did not hydrolyze various glycosidic substrates efficiently, so it was used to identify its own natural substrates. Two substrates were identified, isolated and their structures determined as: compound
1, dalpatein 7-O-β-
d-apiofuranosyl-(1
→
6)-β-
d-glucopyranoside and compound
2, 6,2′,4′,5′-tetramethoxy-7-hydroxy-7-O-β-
d-apiofuranosyl-(1
→
6)-β-
d-glucopyranoside (dalnigrein7-O-β-
d-apiofuranosyl-(1
→
6)-β-
d-glucopyranoside). The β-glycosidase removes the sugar from these glycosides as a disaccharide, despite its initial identification as a β-glucosidase and β-fucosidase.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/j.phytochem.2005.06.024</identifier><identifier>PMID: 16098548</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Apiosyl glucoside ; beta-fucosidase ; beta-fucoside ; beta-glucosidase ; beta-jucosidase ; Biological and medical sciences ; Catalysis ; Dalbergia ; Dalbergia - enzymology ; Dalbergia nigrescens ; Dalbergia nigrescens Kurz ; dalpatein ; Disaccharides - chemistry ; Disaccharides - metabolism ; enzyme kinetics ; enzyme substrates ; Enzymes ; Fundamental and applied biological sciences. Psychology ; glucosides ; Glycoside Hydrolases - isolation & purification ; Glycoside Hydrolases - metabolism ; Hydrolysis ; Isoflavones - chemistry ; Isoflavones - metabolism ; Isoflavonoid glycoside ; isoflavonoids ; Kinetics ; Leguminosae ; Metabolism ; p-nitrophenyl beta-glucoside ; plant biochemistry ; Plant physiology and development ; plant proteins ; seeds ; Seeds - enzymology ; Substrate Specificity ; β-Glucosidase ; β-Glycosidase substrate</subject><ispartof>Phytochemistry (Oxford), 2005-08, Vol.66 (16), p.1880-1889</ispartof><rights>2005 Elsevier Ltd</rights><rights>2005 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c423t-6d826b7181b1d1412d5affc14a567f48263b910436ba9a29d53bb1151e95b2313</citedby><cites>FETCH-LOGICAL-c423t-6d826b7181b1d1412d5affc14a567f48263b910436ba9a29d53bb1151e95b2313</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,786,790,27957,27958</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=17084737$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16098548$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Chuankhayan, Phimonphan</creatorcontrib><creatorcontrib>Hua, Yanling</creatorcontrib><creatorcontrib>Svasti, Jisnuson</creatorcontrib><creatorcontrib>Sakdarat, Santi</creatorcontrib><creatorcontrib>Sullivan, Patrick A.</creatorcontrib><creatorcontrib>Ketudat Cairns, James R.</creatorcontrib><title>Purification of an isoflavonoid 7-O-β-apiosyl-glucoside β-glycosidase and its substrates from Dalbergia nigrescens Kurz</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>A β-glycosidase which hydrolyzes isoflavonoid glycosides, removing β-apiosyl glucose, and two substrates were purified from
Dalbergia nigrescens seeds, and the glycoside substrate structures were identified.
A β-glycosidase was purified from the seeds of
Dalbergia nigescens Kurz based on its ability to hydrolyse
p-nitrophenyl β-glucoside and β-fucoside. This enzyme did not hydrolyze various glycosidic substrates efficiently, so it was used to identify its own natural substrates. Two substrates were identified, isolated and their structures determined as: compound
1, dalpatein 7-O-β-
d-apiofuranosyl-(1
→
6)-β-
d-glucopyranoside and compound
2, 6,2′,4′,5′-tetramethoxy-7-hydroxy-7-O-β-
d-apiofuranosyl-(1
→
6)-β-
d-glucopyranoside (dalnigrein7-O-β-
d-apiofuranosyl-(1
→
6)-β-
d-glucopyranoside). The β-glycosidase removes the sugar from these glycosides as a disaccharide, despite its initial identification as a β-glucosidase and β-fucosidase.</description><subject>Apiosyl glucoside</subject><subject>beta-fucosidase</subject><subject>beta-fucoside</subject><subject>beta-glucosidase</subject><subject>beta-jucosidase</subject><subject>Biological and medical sciences</subject><subject>Catalysis</subject><subject>Dalbergia</subject><subject>Dalbergia - enzymology</subject><subject>Dalbergia nigrescens</subject><subject>Dalbergia nigrescens Kurz</subject><subject>dalpatein</subject><subject>Disaccharides - chemistry</subject><subject>Disaccharides - metabolism</subject><subject>enzyme kinetics</subject><subject>enzyme substrates</subject><subject>Enzymes</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>glucosides</subject><subject>Glycoside Hydrolases - isolation & purification</subject><subject>Glycoside Hydrolases - metabolism</subject><subject>Hydrolysis</subject><subject>Isoflavones - chemistry</subject><subject>Isoflavones - metabolism</subject><subject>Isoflavonoid glycoside</subject><subject>isoflavonoids</subject><subject>Kinetics</subject><subject>Leguminosae</subject><subject>Metabolism</subject><subject>p-nitrophenyl beta-glucoside</subject><subject>plant biochemistry</subject><subject>Plant physiology and development</subject><subject>plant proteins</subject><subject>seeds</subject><subject>Seeds - enzymology</subject><subject>Substrate Specificity</subject><subject>β-Glucosidase</subject><subject>β-Glycosidase substrate</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><recordid>eNqF0Mtu1DAUBmALgehQeAXqDewSfIuTLKtyFZWKBF1bvqYeZeLBJ6kUHosH6TPV7YzokpVl-_vtox-hM0pqSqj8sK33N-uc7I3f1YyQpiayJkw8QxvatbziLSHP0YYQTqteMHaCXgFsSYGNlC_RCZWk7xrRbdD6Y8kxRKvnmCacAtYTjpDCqG_TlKLDbXVV3f2t9D4mWMdqGBebIDqPy-Ewro8bDb7kHI4zYFgMzFnPHnDIaYc_6tH4PESNpzhkD9ZPgL8v-c9r9CLoEfyb43qKrj9_-nXxtbq8-vLt4vyysoLxuZKuY9K0tKOGOiooc40OwVKhG9kGUS656SkRXBrda9a7hhtDaUN93xjGKT9F7w_v7nP6vXiY1S6WKcZRTz4toGTXMNkxUWB7gDYngOyD2ue403lVlKiH1tVW_WtdPbSuiFTkMfn2-MVidt495Y41F_DuCDRYPYasJxvhybWkEy1vizs7uKCT0kMu5vonI5QTSrjgPSvi_CB8qew2-qzARj9Z72L2dlYuxf-Oew_7vbCe</recordid><startdate>20050801</startdate><enddate>20050801</enddate><creator>Chuankhayan, Phimonphan</creator><creator>Hua, Yanling</creator><creator>Svasti, Jisnuson</creator><creator>Sakdarat, Santi</creator><creator>Sullivan, Patrick A.</creator><creator>Ketudat Cairns, James R.</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>FBQ</scope><scope>IQODW</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>7X8</scope></search><sort><creationdate>20050801</creationdate><title>Purification of an isoflavonoid 7-O-β-apiosyl-glucoside β-glycosidase and its substrates from Dalbergia nigrescens Kurz</title><author>Chuankhayan, Phimonphan ; Hua, Yanling ; Svasti, Jisnuson ; Sakdarat, Santi ; Sullivan, Patrick A. ; Ketudat Cairns, James R.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c423t-6d826b7181b1d1412d5affc14a567f48263b910436ba9a29d53bb1151e95b2313</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Apiosyl glucoside</topic><topic>beta-fucosidase</topic><topic>beta-fucoside</topic><topic>beta-glucosidase</topic><topic>beta-jucosidase</topic><topic>Biological and medical sciences</topic><topic>Catalysis</topic><topic>Dalbergia</topic><topic>Dalbergia - enzymology</topic><topic>Dalbergia nigrescens</topic><topic>Dalbergia nigrescens Kurz</topic><topic>dalpatein</topic><topic>Disaccharides - chemistry</topic><topic>Disaccharides - metabolism</topic><topic>enzyme kinetics</topic><topic>enzyme substrates</topic><topic>Enzymes</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>glucosides</topic><topic>Glycoside Hydrolases - isolation & purification</topic><topic>Glycoside Hydrolases - metabolism</topic><topic>Hydrolysis</topic><topic>Isoflavones - chemistry</topic><topic>Isoflavones - metabolism</topic><topic>Isoflavonoid glycoside</topic><topic>isoflavonoids</topic><topic>Kinetics</topic><topic>Leguminosae</topic><topic>Metabolism</topic><topic>p-nitrophenyl beta-glucoside</topic><topic>plant biochemistry</topic><topic>Plant physiology and development</topic><topic>plant proteins</topic><topic>seeds</topic><topic>Seeds - enzymology</topic><topic>Substrate Specificity</topic><topic>β-Glucosidase</topic><topic>β-Glycosidase substrate</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chuankhayan, Phimonphan</creatorcontrib><creatorcontrib>Hua, Yanling</creatorcontrib><creatorcontrib>Svasti, Jisnuson</creatorcontrib><creatorcontrib>Sakdarat, Santi</creatorcontrib><creatorcontrib>Sullivan, Patrick A.</creatorcontrib><creatorcontrib>Ketudat Cairns, James R.</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chuankhayan, Phimonphan</au><au>Hua, Yanling</au><au>Svasti, Jisnuson</au><au>Sakdarat, Santi</au><au>Sullivan, Patrick A.</au><au>Ketudat Cairns, James R.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Purification of an isoflavonoid 7-O-β-apiosyl-glucoside β-glycosidase and its substrates from Dalbergia nigrescens Kurz</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2005-08-01</date><risdate>2005</risdate><volume>66</volume><issue>16</issue><spage>1880</spage><epage>1889</epage><pages>1880-1889</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><notes>ObjectType-Article-1</notes><notes>SourceType-Scholarly Journals-1</notes><notes>ObjectType-Feature-2</notes><notes>content type line 23</notes><abstract>A β-glycosidase which hydrolyzes isoflavonoid glycosides, removing β-apiosyl glucose, and two substrates were purified from
Dalbergia nigrescens seeds, and the glycoside substrate structures were identified.
A β-glycosidase was purified from the seeds of
Dalbergia nigescens Kurz based on its ability to hydrolyse
p-nitrophenyl β-glucoside and β-fucoside. This enzyme did not hydrolyze various glycosidic substrates efficiently, so it was used to identify its own natural substrates. Two substrates were identified, isolated and their structures determined as: compound
1, dalpatein 7-O-β-
d-apiofuranosyl-(1
→
6)-β-
d-glucopyranoside and compound
2, 6,2′,4′,5′-tetramethoxy-7-hydroxy-7-O-β-
d-apiofuranosyl-(1
→
6)-β-
d-glucopyranoside (dalnigrein7-O-β-
d-apiofuranosyl-(1
→
6)-β-
d-glucopyranoside). The β-glycosidase removes the sugar from these glycosides as a disaccharide, despite its initial identification as a β-glucosidase and β-fucosidase.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>16098548</pmid><doi>10.1016/j.phytochem.2005.06.024</doi><tpages>10</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0031-9422 |
| ispartof | Phytochemistry (Oxford), 2005-08, Vol.66 (16), p.1880-1889 |
| issn | 0031-9422 1873-3700 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_68526824 |
| source | ScienceDirect Freedom Collection |
| subjects | Apiosyl glucoside beta-fucosidase beta-fucoside beta-glucosidase beta-jucosidase Biological and medical sciences Catalysis Dalbergia Dalbergia - enzymology Dalbergia nigrescens Dalbergia nigrescens Kurz dalpatein Disaccharides - chemistry Disaccharides - metabolism enzyme kinetics enzyme substrates Enzymes Fundamental and applied biological sciences. Psychology glucosides Glycoside Hydrolases - isolation & purification Glycoside Hydrolases - metabolism Hydrolysis Isoflavones - chemistry Isoflavones - metabolism Isoflavonoid glycoside isoflavonoids Kinetics Leguminosae Metabolism p-nitrophenyl beta-glucoside plant biochemistry Plant physiology and development plant proteins seeds Seeds - enzymology Substrate Specificity β-Glucosidase β-Glycosidase substrate |
| title | Purification of an isoflavonoid 7-O-β-apiosyl-glucoside β-glycosidase and its substrates from Dalbergia nigrescens Kurz |
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