Preparation of Di-O-triphenylmethyl-(trityl-)cyclomalto-octaoses, and Isolation and Characterization by "Hex-5-enose Degradation" of Four Positional Isomers
Four regioisomeric ditritylated derivatives of cyclomalto-octaose (1, cG8), namely, 61, 6n-di-O-trityl-cG8s have been prepared by the reaction of 1 with chlorotriphenylmethane in pyridine and isolated by high-performance liquid chromatography. The regiochemical determination of the four ditrityl-sub...
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| Veröffentlicht in: | Chemical & pharmaceutical bulletin 1993/05/15, Vol.41(5), pp.866-869 |
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| container_title | Chemical & pharmaceutical bulletin |
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| creator | TANIMOTO, Toshiko SAKAKI, Tomoko KOIZUMI, Kyoko |
| description | Four regioisomeric ditritylated derivatives of cyclomalto-octaose (1, cG8), namely, 61, 6n-di-O-trityl-cG8s have been prepared by the reaction of 1 with chlorotriphenylmethane in pyridine and isolated by high-performance liquid chromatography. The regiochemical determination of the four ditrityl-substituted derivatives has been achieved by means of the "hex-5-enose degradation, " followed by examination of the products by fast-atom bombardment-mass spectrometry. |
| doi_str_mv | 10.1248/cpb.41.866 |
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The regiochemical determination of the four ditrityl-substituted derivatives has been achieved by means of the "hex-5-enose degradation, " followed by examination of the products by fast-atom bombardment-mass spectrometry.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.41.866</identifier><identifier>PMID: 8339333</identifier><identifier>CODEN: CPBTAL</identifier><language>eng</language><publisher>Tokyo: The Pharmaceutical Society of Japan</publisher><subject>61, 62-di-O-trityl-cyclomalto-octaose ; 61, 63-di-O-trityl-cyclomalto-octaose ; 61, 64-di-O-trityl-cyclomalto-octaose ; C-NMR ; Carbohydrate Sequence ; Carbohydrates with 4, 5, 6, ... C atoms, dissacharides and oligosaccharides ; Carbohydrates. Nucleosides and nucleotides ; Chemistry ; Cyclodextrins - chemical synthesis ; Cyclodextrins - chemistry ; Exact sciences and technology ; hex-5-enose degradation ; HPLC ; Isomerism ; Molecular Sequence Data ; Oligosaccharides - chemical synthesis ; Oligosaccharides - chemistry ; Organic chemistry ; Preparations and properties ; Trityl Compounds - chemical synthesis ; Trityl Compounds - chemistry</subject><ispartof>Chemical and Pharmaceutical Bulletin, 1993/05/15, Vol.41(5), pp.866-869</ispartof><rights>The Pharmaceutical Society of Japan</rights><rights>1993 INIST-CNRS</rights><rights>Copyright Japan Science and Technology Agency 1993</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c5466-5582b4ce9aefea917591d1b85a48e21866984fb8bb025d4a82523390f8183b053</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,1876,4009,27902,27903,27904</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=4886202$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/8339333$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>TANIMOTO, Toshiko</creatorcontrib><creatorcontrib>SAKAKI, Tomoko</creatorcontrib><creatorcontrib>KOIZUMI, Kyoko</creatorcontrib><title>Preparation of Di-O-triphenylmethyl-(trityl-)cyclomalto-octaoses, and Isolation and Characterization by "Hex-5-enose Degradation" of Four Positional Isomers</title><title>Chemical & pharmaceutical bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>Four regioisomeric ditritylated derivatives of cyclomalto-octaose (1, cG8), namely, 61, 6n-di-O-trityl-cG8s have been prepared by the reaction of 1 with chlorotriphenylmethane in pyridine and isolated by high-performance liquid chromatography. The regiochemical determination of the four ditrityl-substituted derivatives has been achieved by means of the "hex-5-enose degradation, " followed by examination of the products by fast-atom bombardment-mass spectrometry.</description><subject>61, 62-di-O-trityl-cyclomalto-octaose</subject><subject>61, 63-di-O-trityl-cyclomalto-octaose</subject><subject>61, 64-di-O-trityl-cyclomalto-octaose</subject><subject>C-NMR</subject><subject>Carbohydrate Sequence</subject><subject>Carbohydrates with 4, 5, 6, ... C atoms, dissacharides and oligosaccharides</subject><subject>Carbohydrates. Nucleosides and nucleotides</subject><subject>Chemistry</subject><subject>Cyclodextrins - chemical synthesis</subject><subject>Cyclodextrins - chemistry</subject><subject>Exact sciences and technology</subject><subject>hex-5-enose degradation</subject><subject>HPLC</subject><subject>Isomerism</subject><subject>Molecular Sequence Data</subject><subject>Oligosaccharides - chemical synthesis</subject><subject>Oligosaccharides - chemistry</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><subject>Trityl Compounds - chemical synthesis</subject><subject>Trityl Compounds - chemistry</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1993</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkU1v1DAQhi0EKkvhwh0pKggBwos_s84RbSmtVKk9wNlynEk3KycOtlci_BZ-LA5ZLRIXjzzv43dmPAi9pGRNmVCf7FivBV2rsnyEVpSLDZaM8cdoRQipMOMlf4qexbgnhEmy4WfoTHFecc5X6Pd9gNEEkzo_FL4tLjt8h1Poxh0Mk-sh7SaH3-VEyvG9nazzvXHJY2-T8RHix8IMTXETvVs85tt2lx1tgtD9WpL1VFxcw08sMQz5UXEJD8E0f7WLueqVP4Ti3sduzhg32_UQ4nP0pDUuwotjPEffr758217j27uvN9vPt9hKUZZYSsVqYaEy0IKp6EZWtKG1kkYoYDR_S6VEW6u6zvM3wigmWZ6ftIoqXhPJz9HbxXcM_scBYtJ9Fy04Zwbwh6g3UuUPK3kGX_8H7nPnueOoqSgJKyUTM_VhoWzwMQZo9Ri63oRJU6Lnhem8MC2ozp1l-NXR8lD30JzQ44ay_uaom2iNa4MZbBdPmFCqZIRlbLtg-5jMA5x0E1JnHcwVaSXVXFUuRy7-T80L0zDwPywntfo</recordid><startdate>1993</startdate><enddate>1993</enddate><creator>TANIMOTO, Toshiko</creator><creator>SAKAKI, Tomoko</creator><creator>KOIZUMI, Kyoko</creator><general>The Pharmaceutical Society of Japan</general><general>Maruzen</general><general>Japan Science and Technology Agency</general><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>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope><scope>7X8</scope></search><sort><creationdate>1993</creationdate><title>Preparation of Di-O-triphenylmethyl-(trityl-)cyclomalto-octaoses, and Isolation and Characterization by "Hex-5-enose Degradation" of Four Positional Isomers</title><author>TANIMOTO, Toshiko ; SAKAKI, Tomoko ; KOIZUMI, Kyoko</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5466-5582b4ce9aefea917591d1b85a48e21866984fb8bb025d4a82523390f8183b053</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1993</creationdate><topic>61, 62-di-O-trityl-cyclomalto-octaose</topic><topic>61, 63-di-O-trityl-cyclomalto-octaose</topic><topic>61, 64-di-O-trityl-cyclomalto-octaose</topic><topic>C-NMR</topic><topic>Carbohydrate Sequence</topic><topic>Carbohydrates with 4, 5, 6, ... C atoms, dissacharides and oligosaccharides</topic><topic>Carbohydrates. Nucleosides and nucleotides</topic><topic>Chemistry</topic><topic>Cyclodextrins - chemical synthesis</topic><topic>Cyclodextrins - chemistry</topic><topic>Exact sciences and technology</topic><topic>hex-5-enose degradation</topic><topic>HPLC</topic><topic>Isomerism</topic><topic>Molecular Sequence Data</topic><topic>Oligosaccharides - chemical synthesis</topic><topic>Oligosaccharides - chemistry</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><topic>Trityl Compounds - chemical synthesis</topic><topic>Trityl Compounds - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>TANIMOTO, Toshiko</creatorcontrib><creatorcontrib>SAKAKI, Tomoko</creatorcontrib><creatorcontrib>KOIZUMI, Kyoko</creatorcontrib><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>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>TANIMOTO, Toshiko</au><au>SAKAKI, Tomoko</au><au>KOIZUMI, Kyoko</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Preparation of Di-O-triphenylmethyl-(trityl-)cyclomalto-octaoses, and Isolation and Characterization by "Hex-5-enose Degradation" of Four Positional Isomers</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>1993</date><risdate>1993</risdate><volume>41</volume><issue>5</issue><spage>866</spage><epage>869</epage><pages>866-869</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><coden>CPBTAL</coden><abstract>Four regioisomeric ditritylated derivatives of cyclomalto-octaose (1, cG8), namely, 61, 6n-di-O-trityl-cG8s have been prepared by the reaction of 1 with chlorotriphenylmethane in pyridine and isolated by high-performance liquid chromatography. The regiochemical determination of the four ditrityl-substituted derivatives has been achieved by means of the "hex-5-enose degradation, " followed by examination of the products by fast-atom bombardment-mass spectrometry.</abstract><cop>Tokyo</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>8339333</pmid><doi>10.1248/cpb.41.866</doi><tpages>4</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Chemical and Pharmaceutical Bulletin, 1993/05/15, Vol.41(5), pp.866-869 |
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| source | J-STAGE Free; MEDLINE; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
| subjects | 61, 62-di-O-trityl-cyclomalto-octaose 61, 63-di-O-trityl-cyclomalto-octaose 61, 64-di-O-trityl-cyclomalto-octaose C-NMR Carbohydrate Sequence Carbohydrates with 4, 5, 6, ... C atoms, dissacharides and oligosaccharides Carbohydrates. Nucleosides and nucleotides Chemistry Cyclodextrins - chemical synthesis Cyclodextrins - chemistry Exact sciences and technology hex-5-enose degradation HPLC Isomerism Molecular Sequence Data Oligosaccharides - chemical synthesis Oligosaccharides - chemistry Organic chemistry Preparations and properties Trityl Compounds - chemical synthesis Trityl Compounds - chemistry |
| title | Preparation of Di-O-triphenylmethyl-(trityl-)cyclomalto-octaoses, and Isolation and Characterization by "Hex-5-enose Degradation" of Four Positional Isomers |
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