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CarbohydrRes2016_422_34-44.pdf | 1.43 MB | Adobe PDF | 見る/開く |
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dc.contributor.author | Yamazaki, Yuji | en |
dc.contributor.author | Sezukuri, Kyohei | en |
dc.contributor.author | Takada, Junko | en |
dc.contributor.author | Obata, Hiroaki | en |
dc.contributor.author | Kimura, Shunsaku | en |
dc.contributor.author | Ohmae, Masashi | en |
dc.contributor.alternative | 大前, 仁 | ja |
dc.date.accessioned | 2016-09-27T01:46:45Z | - |
dc.date.available | 2016-09-27T01:46:45Z | - |
dc.date.issued | 2016-03 | - |
dc.identifier.issn | 0008-6215 | - |
dc.identifier.uri | http://hdl.handle.net/2433/216657 | - |
dc.description.abstract | The novel and efficient synthesis of type 2 Lewis antigens is reported in this study. The rationally designed lactosamine-3, 2′-diol derivative with an orthogonal set of protecting groups is efficiently glycosylated with a benzyl protected 1-thio-l-fucoside donor in a unique regioselective manner to produce Lewis x (Le[x]) and Lewis y (Le[y]) derivatives in good yields. These derivatives can be prepared not only exclusively but also synchronously by choosing the appropriate reaction temperature and donor–acceptor molar ratio. The Le[x] derivatives are easily converted into sulfated or non-sulfated Le[x] bearing a terminal azido functionalized oligo-(ethyleneoxide) linker; the Le[y] derivative having the same linker can also be prepared, all of which can be further used for the chemical modification of other compounds and materials. | en |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | - |
dc.publisher | Elsevier BV | en |
dc.rights | © 2016. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/ | en |
dc.rights | The full-text file will be made open to the public on 1 March 2018 in accordance with publisher's 'Terms and Conditions for Self-Archiving'. | en |
dc.rights | この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。 | ja |
dc.rights | This is not the published version. Please cite only the published version. | en |
dc.subject | Type 2 Lewis antigens | en |
dc.subject | Sulfated Lewis x | en |
dc.subject | Lewis y | en |
dc.subject | Regioselective glycosylation | en |
dc.subject | The Heyns rearrangement | en |
dc.title | Synthesis of type 2 Lewis antigens via novel regioselective glycosylation of an orthogonally protected lactosamine diol derivative | en |
dc.type | journal article | - |
dc.type.niitype | Journal Article | - |
dc.identifier.ncid | AA00598932 | - |
dc.identifier.jtitle | Carbohydrate Research | en |
dc.identifier.volume | 422 | - |
dc.identifier.spage | 34 | - |
dc.identifier.epage | 44 | - |
dc.relation.doi | 10.1016/j.carres.2016.01.003 | - |
dc.textversion | author | - |
dc.identifier.pmid | 26851536 | - |
dcterms.accessRights | open access | - |
datacite.date.available | 2018-03-01 | - |
出現コレクション: | 学術雑誌掲載論文等 |
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