Synthesis of Glyco-Cluster-Modified Cyclodextrins and Dual Recognition for Lectin Proteins and Drugs
The efficient synthesis of the high mannose-type oligosaccharide-branched cyclodextrins was carried out. Evaluation of the dual molecular recognition consisting of saccharide-recognition with concanavalin A of the lectin protein, and the inclusion interactions with immobilized cholic acid and doxoru...
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| Veröffentlicht in: | Journal of Synthetic Organic Chemistry, Japan Japan, 2001/08/01, Vol.59(8), pp.742-754 |
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| container_title | Journal of Synthetic Organic Chemistry, Japan |
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| creator | Hattori, Kenjiro Inazu, Toshiyuki |
| description | The efficient synthesis of the high mannose-type oligosaccharide-branched cyclodextrins was carried out. Evaluation of the dual molecular recognition consisting of saccharide-recognition with concanavalin A of the lectin protein, and the inclusion interactions with immobilized cholic acid and doxorubicin as a model drug analyzed by SPR assay. The high mannosyl type oligosaccharide-branched CD (M6CD and M7CD) showed a tight interaction both with lectin and a drug, showing a Ka of 107M-1 or more. The number of sugar antennas and the length of the spacer arm are quite important for the dual recognition with protein and drug. We can foresee applications of the sugar cluster-branched CD to a targeting drug delivery system. |
| doi_str_mv | 10.5059/yukigoseikyokaishi.59.742 |
| format | Article |
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Evaluation of the dual molecular recognition consisting of saccharide-recognition with concanavalin A of the lectin protein, and the inclusion interactions with immobilized cholic acid and doxorubicin as a model drug analyzed by SPR assay. The high mannosyl type oligosaccharide-branched CD (M6CD and M7CD) showed a tight interaction both with lectin and a drug, showing a Ka of 107M-1 or more. The number of sugar antennas and the length of the spacer arm are quite important for the dual recognition with protein and drug. 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Synth. Org. Chem. Jpn.</addtitle><description>The efficient synthesis of the high mannose-type oligosaccharide-branched cyclodextrins was carried out. Evaluation of the dual molecular recognition consisting of saccharide-recognition with concanavalin A of the lectin protein, and the inclusion interactions with immobilized cholic acid and doxorubicin as a model drug analyzed by SPR assay. The high mannosyl type oligosaccharide-branched CD (M6CD and M7CD) showed a tight interaction both with lectin and a drug, showing a Ka of 107M-1 or more. The number of sugar antennas and the length of the spacer arm are quite important for the dual recognition with protein and drug. We can foresee applications of the sugar cluster-branched CD to a targeting drug delivery system.</description><subject>concanavalin A</subject><subject>cyclodextrin</subject><subject>dual recognition</subject><subject>galactose</subject><subject>glyco-cluster</subject><subject>lectin</subject><subject>mannose</subject><subject>sialic acid</subject><subject>SPR</subject><subject>targeting DDS</subject><issn>0037-9980</issn><issn>1883-6526</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2001</creationdate><recordtype>article</recordtype><recordid>eNptkF1LwzAUhoMoOOb-Q_wBmflouuZSqk5hoky9Llly2mWrjSQp2H9vx2Q3ei7OgcP7vBcPQteMziWV6mbo967xEdx-8Hvt4tbNpZovMn6GJqwoBMklz8_RhFKxIEoV9BLNYtzRcUShmFATZN-GLm0huoh9jZftYDwp2z4mCOTZW1c7sLgcTOstfKfguoh1Z_Fdr1u8BuObziXnO1z7gFdgkuvwa_AJTsHQN_EKXdS6jTD7vVP08XD_Xj6S1cvyqbxdEZNlPBFts0yowlhdZBKUphuQnOegrcmFslSAtDaHnHPJqJWCggBFKacbxqRiTEyROvaa4GMMUFdfwX3qMFSMVgdj1V9j1fgdjY3s-sjuYtINnEgdkjMt_EMylYkDXRzXWHIKm60OFXTiB_mxhaA</recordid><startdate>2001</startdate><enddate>2001</enddate><creator>Hattori, Kenjiro</creator><creator>Inazu, Toshiyuki</creator><general>The Society of Synthetic Organic Chemistry, Japan</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>2001</creationdate><title>Synthesis of Glyco-Cluster-Modified Cyclodextrins and Dual Recognition for Lectin Proteins and Drugs</title><author>Hattori, Kenjiro ; Inazu, Toshiyuki</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c442t-ad44398cda845e9a0be5226eadc639d03e5dd6e622510d530e3e90020b1159113</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng ; jpn</language><creationdate>2001</creationdate><topic>concanavalin A</topic><topic>cyclodextrin</topic><topic>dual recognition</topic><topic>galactose</topic><topic>glyco-cluster</topic><topic>lectin</topic><topic>mannose</topic><topic>sialic acid</topic><topic>SPR</topic><topic>targeting DDS</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hattori, Kenjiro</creatorcontrib><creatorcontrib>Inazu, Toshiyuki</creatorcontrib><collection>CrossRef</collection><jtitle>Journal of Synthetic Organic Chemistry, Japan</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hattori, Kenjiro</au><au>Inazu, Toshiyuki</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of Glyco-Cluster-Modified Cyclodextrins and Dual Recognition for Lectin Proteins and Drugs</atitle><jtitle>Journal of Synthetic Organic Chemistry, Japan</jtitle><addtitle>J. Synth. Org. Chem. Jpn.</addtitle><date>2001</date><risdate>2001</risdate><volume>59</volume><issue>8</issue><spage>742</spage><epage>754</epage><pages>742-754</pages><issn>0037-9980</issn><eissn>1883-6526</eissn><abstract>The efficient synthesis of the high mannose-type oligosaccharide-branched cyclodextrins was carried out. Evaluation of the dual molecular recognition consisting of saccharide-recognition with concanavalin A of the lectin protein, and the inclusion interactions with immobilized cholic acid and doxorubicin as a model drug analyzed by SPR assay. The high mannosyl type oligosaccharide-branched CD (M6CD and M7CD) showed a tight interaction both with lectin and a drug, showing a Ka of 107M-1 or more. The number of sugar antennas and the length of the spacer arm are quite important for the dual recognition with protein and drug. We can foresee applications of the sugar cluster-branched CD to a targeting drug delivery system.</abstract><pub>The Society of Synthetic Organic Chemistry, Japan</pub><doi>10.5059/yukigoseikyokaishi.59.742</doi><tpages>13</tpages><oa>free_for_read</oa></addata></record> |
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| identifier | ISSN: 0037-9980 |
| ispartof | Journal of Synthetic Organic Chemistry, Japan, 2001/08/01, Vol.59(8), pp.742-754 |
| issn | 0037-9980 1883-6526 |
| language | eng ; jpn |
| recordid | cdi_crossref_primary_10_5059_yukigoseikyokaishi_59_742 |
| source | Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals |
| subjects | concanavalin A cyclodextrin dual recognition galactose glyco-cluster lectin mannose sialic acid SPR targeting DDS |
| title | Synthesis of Glyco-Cluster-Modified Cyclodextrins and Dual Recognition for Lectin Proteins and Drugs |
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