Chemical synthesis and immunological evaluation of entirely carbohydrate conjugate Globo H-PS A1
An anticancer, entirely carbohydrate conjugate, Globo H-polysaccharide A1 (Globo H-PS A1), was chemically prepared and immunologically evaluated in C57BL/6 mice. Tumor associated carbohydrate antigen Globo H hexasaccharide was synthesized in an overall 7.8% yield employing a convergent [3 + 3] strat...
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| Veröffentlicht in: | Chemical science (Cambridge) 2020-12, Vol.11 (48), p.1352-1359 |
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| creator | Ghosh, Samir Trabbic, Kevin R Shi, Mengchao Nishat, Sharmeen Eradi, Pradheep Kleski, Kristopher A Andreana, Peter R |
| description | An anticancer, entirely carbohydrate conjugate, Globo H-polysaccharide A1 (Globo H-PS A1), was chemically prepared and immunologically evaluated in C57BL/6 mice. Tumor associated carbohydrate antigen Globo H hexasaccharide was synthesized in an overall 7.8% yield employing a convergent [3 + 3] strategy that revealed an anomeric aminooxy group used for conjugation to oxidized PS A1
via
an oxime linkage. Globo H-PS A1, formulated with adjuvants monophosphoryl lipid A and TiterMax® Gold. After immunization an antigen specific immune response was observed in ELISA with anti-Globo H IgG/IgM antibodies. Specificity of the corresponding antibodies was determined by FACS showing cell surface binding to Globo H-positive cancer cell lines MCF-7 and OVCAR-5. The anti-Globo H antibodies also exhibited complement-dependent cellular cytotoxicity against MCF-7 and OVCAR-5 cells.
An anticancer, entirely carbohydrate conjugate, Globo H-polysaccharide A1 (Globo H-PS A1), was chemically prepared and immunologically evaluated in C57BL/6 mice. |
| doi_str_mv | 10.1039/d0sc04595k |
| format | Article |
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via
an oxime linkage. Globo H-PS A1, formulated with adjuvants monophosphoryl lipid A and TiterMax® Gold. After immunization an antigen specific immune response was observed in ELISA with anti-Globo H IgG/IgM antibodies. Specificity of the corresponding antibodies was determined by FACS showing cell surface binding to Globo H-positive cancer cell lines MCF-7 and OVCAR-5. The anti-Globo H antibodies also exhibited complement-dependent cellular cytotoxicity against MCF-7 and OVCAR-5 cells.
An anticancer, entirely carbohydrate conjugate, Globo H-polysaccharide A1 (Globo H-PS A1), was chemically prepared and immunologically evaluated in C57BL/6 mice.</description><identifier>ISSN: 2041-6520</identifier><identifier>EISSN: 2041-6539</identifier><identifier>DOI: 10.1039/d0sc04595k</identifier><identifier>PMID: 34123241</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Adjuvants ; Antibodies ; Antigens ; Carbohydrates ; Chemical synthesis ; Chemistry ; Conjugates ; Conjugation ; Immune system ; Immunization ; Immunology ; Lipids ; Polysaccharides ; Toxicity</subject><ispartof>Chemical science (Cambridge), 2020-12, Vol.11 (48), p.1352-1359</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><rights>This journal is © The Royal Society of Chemistry 2020 The Royal Society of Chemistry</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c446t-b0d29e7f80439870d305c59b7e8fe14e709b3e68cb28518c7f08a5f9bc5ba50d3</citedby><cites>FETCH-LOGICAL-c446t-b0d29e7f80439870d305c59b7e8fe14e709b3e68cb28518c7f08a5f9bc5ba50d3</cites><orcidid>0000-0002-5300-6700</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC8163331/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC8163331/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,864,885,27924,27925,53791,53793</link.rule.ids></links><search><creatorcontrib>Ghosh, Samir</creatorcontrib><creatorcontrib>Trabbic, Kevin R</creatorcontrib><creatorcontrib>Shi, Mengchao</creatorcontrib><creatorcontrib>Nishat, Sharmeen</creatorcontrib><creatorcontrib>Eradi, Pradheep</creatorcontrib><creatorcontrib>Kleski, Kristopher A</creatorcontrib><creatorcontrib>Andreana, Peter R</creatorcontrib><title>Chemical synthesis and immunological evaluation of entirely carbohydrate conjugate Globo H-PS A1</title><title>Chemical science (Cambridge)</title><description>An anticancer, entirely carbohydrate conjugate, Globo H-polysaccharide A1 (Globo H-PS A1), was chemically prepared and immunologically evaluated in C57BL/6 mice. Tumor associated carbohydrate antigen Globo H hexasaccharide was synthesized in an overall 7.8% yield employing a convergent [3 + 3] strategy that revealed an anomeric aminooxy group used for conjugation to oxidized PS A1
via
an oxime linkage. Globo H-PS A1, formulated with adjuvants monophosphoryl lipid A and TiterMax® Gold. After immunization an antigen specific immune response was observed in ELISA with anti-Globo H IgG/IgM antibodies. Specificity of the corresponding antibodies was determined by FACS showing cell surface binding to Globo H-positive cancer cell lines MCF-7 and OVCAR-5. The anti-Globo H antibodies also exhibited complement-dependent cellular cytotoxicity against MCF-7 and OVCAR-5 cells.
An anticancer, entirely carbohydrate conjugate, Globo H-polysaccharide A1 (Globo H-PS A1), was chemically prepared and immunologically evaluated in C57BL/6 mice.</description><subject>Adjuvants</subject><subject>Antibodies</subject><subject>Antigens</subject><subject>Carbohydrates</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Conjugates</subject><subject>Conjugation</subject><subject>Immune system</subject><subject>Immunization</subject><subject>Immunology</subject><subject>Lipids</subject><subject>Polysaccharides</subject><subject>Toxicity</subject><issn>2041-6520</issn><issn>2041-6539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNpdkd1LHDEUxUOxVLG-9L0Q8EUKY_M5mbwUZOsXCi3YPqdJJrObbSbRZEbY_97oykp7X-6F8-Nw7z0AfMLoFCMqv_aoWMS45H_fgQOCGG5aTuXebiZoHxyVska1KMWciA9gnzJMKGH4APxZrNzorQ6wbOK0csUXqGMP_TjOMYW0fNHcow6znnyKMA3QxclnFzbQ6mzSatNnPTloU1zPy-fpMiST4FXz8w6e4Y_g_aBDcUev_RD8vjj_tbhqbn9cXi_ObhvLWDs1BvVEOjF0iFHZCdRTxC2XRrhucJg5gaShru2sIR3HnRUD6jQfpLHcaF7xQ_Bt63s_m9H1ti6ZdVD32Y86b1TSXv2rRL9Sy_SoOtzS-phqcPJqkNPD7MqkRl-sC0FHl-aiCGdIYNkyUdHj_9B1mnOs5ylSZcxEy3ilvmwpm1Mp2Q27ZTBSz9mp7-hu8ZLdTYU_b-Fc7I57y5Y-AV_NlP8</recordid><startdate>20201228</startdate><enddate>20201228</enddate><creator>Ghosh, Samir</creator><creator>Trabbic, Kevin R</creator><creator>Shi, Mengchao</creator><creator>Nishat, Sharmeen</creator><creator>Eradi, Pradheep</creator><creator>Kleski, Kristopher A</creator><creator>Andreana, Peter R</creator><general>Royal Society of Chemistry</general><general>The Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0002-5300-6700</orcidid></search><sort><creationdate>20201228</creationdate><title>Chemical synthesis and immunological evaluation of entirely carbohydrate conjugate Globo H-PS A1</title><author>Ghosh, Samir ; Trabbic, Kevin R ; Shi, Mengchao ; Nishat, Sharmeen ; Eradi, Pradheep ; Kleski, Kristopher A ; Andreana, Peter R</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c446t-b0d29e7f80439870d305c59b7e8fe14e709b3e68cb28518c7f08a5f9bc5ba50d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Adjuvants</topic><topic>Antibodies</topic><topic>Antigens</topic><topic>Carbohydrates</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Conjugates</topic><topic>Conjugation</topic><topic>Immune system</topic><topic>Immunization</topic><topic>Immunology</topic><topic>Lipids</topic><topic>Polysaccharides</topic><topic>Toxicity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ghosh, Samir</creatorcontrib><creatorcontrib>Trabbic, Kevin R</creatorcontrib><creatorcontrib>Shi, Mengchao</creatorcontrib><creatorcontrib>Nishat, Sharmeen</creatorcontrib><creatorcontrib>Eradi, Pradheep</creatorcontrib><creatorcontrib>Kleski, Kristopher A</creatorcontrib><creatorcontrib>Andreana, Peter R</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Chemical science (Cambridge)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ghosh, Samir</au><au>Trabbic, Kevin R</au><au>Shi, Mengchao</au><au>Nishat, Sharmeen</au><au>Eradi, Pradheep</au><au>Kleski, Kristopher A</au><au>Andreana, Peter R</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Chemical synthesis and immunological evaluation of entirely carbohydrate conjugate Globo H-PS A1</atitle><jtitle>Chemical science (Cambridge)</jtitle><date>2020-12-28</date><risdate>2020</risdate><volume>11</volume><issue>48</issue><spage>1352</spage><epage>1359</epage><pages>1352-1359</pages><issn>2041-6520</issn><eissn>2041-6539</eissn><abstract>An anticancer, entirely carbohydrate conjugate, Globo H-polysaccharide A1 (Globo H-PS A1), was chemically prepared and immunologically evaluated in C57BL/6 mice. Tumor associated carbohydrate antigen Globo H hexasaccharide was synthesized in an overall 7.8% yield employing a convergent [3 + 3] strategy that revealed an anomeric aminooxy group used for conjugation to oxidized PS A1
via
an oxime linkage. Globo H-PS A1, formulated with adjuvants monophosphoryl lipid A and TiterMax® Gold. After immunization an antigen specific immune response was observed in ELISA with anti-Globo H IgG/IgM antibodies. Specificity of the corresponding antibodies was determined by FACS showing cell surface binding to Globo H-positive cancer cell lines MCF-7 and OVCAR-5. The anti-Globo H antibodies also exhibited complement-dependent cellular cytotoxicity against MCF-7 and OVCAR-5 cells.
An anticancer, entirely carbohydrate conjugate, Globo H-polysaccharide A1 (Globo H-PS A1), was chemically prepared and immunologically evaluated in C57BL/6 mice.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><pmid>34123241</pmid><doi>10.1039/d0sc04595k</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0002-5300-6700</orcidid><oa>free_for_read</oa></addata></record> |
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| source | DOAJ Directory of Open Access Journals; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; PubMed Central Open Access; PubMed Central |
| subjects | Adjuvants Antibodies Antigens Carbohydrates Chemical synthesis Chemistry Conjugates Conjugation Immune system Immunization Immunology Lipids Polysaccharides Toxicity |
| title | Chemical synthesis and immunological evaluation of entirely carbohydrate conjugate Globo H-PS A1 |
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