WEKO3
アイテム
＜Poster＞Synthesis of 2-NBDLG, the antipode of fluorescent D-glucose tracer 2-NBDG
http://hdl.handle.net/10129/3686
http://hdl.handle.net/10129/368696f38aba-5391-416c-b820-be5d83f3d19d
| 名前 / ファイル | ライセンス | アクション |
|---|---|---|
HirosakiMedJ_61_S187.pdf (95.4 kB)
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| Item type | 学術雑誌論文 / Journal Article(1) | |||||
|---|---|---|---|---|---|---|
| 公開日 | 2010-08-19 | |||||
| タイトル | ||||||
| タイトル | ＜Poster＞Synthesis of 2-NBDLG, the antipode of fluorescent D-glucose tracer 2-NBDG | |||||
| 言語 | ||||||
| 言語 | eng | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | L-Glucosamine | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | 2-NBDLG | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | GLUTs | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | Glucose Uptake | |||||
| 資源タイプ | ||||||
| 資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
| 資源タイプ | journal article | |||||
| 著者 |
Yamamoto, Toshihiro
× Yamamoto, Toshihiro× Nishiuchi, Yuji× Teshima, Tadashi× Watanabe, Seiji× Suga, Sechiko× Matsuoka, Hideaki× Yamada, Katsuya |
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| 著者(ヨミ) | ||||||
| 識別子Scheme | WEKO | |||||
| 識別子 | 12398 | |||||
| 姓名 | ワタナベ, セイジ | |||||
| 著者(ヨミ) | ||||||
| 識別子Scheme | WEKO | |||||
| 識別子 | 12399 | |||||
| 姓名 | スガ, セチコ | |||||
| 著者(ヨミ) | ||||||
| 識別子Scheme | WEKO | |||||
| 識別子 | 12397 | |||||
| 姓名 | ヤマダ, カツヤ | |||||
| 著者別名 | ||||||
| 識別子Scheme | WEKO | |||||
| 識別子 | 9443 | |||||
| 識別子Scheme | 研究者総覧 | |||||
| 識別子URI | http://hue2.jm.hirosaki-u.ac.jp/html/188_ja.html | |||||
| 識別子 | 188 | |||||
| 姓名 | 渡邉, 誠ニ | |||||
| 著者別名 | ||||||
| 識別子Scheme | WEKO | |||||
| 識別子 | 12402 | |||||
| 姓名 | 菅, 世智子 | |||||
| 著者別名 | ||||||
| 識別子Scheme | WEKO | |||||
| 識別子 | 12400 | |||||
| 姓名 | 山田, 勝也 | |||||
| 著者所属 | ||||||
| 値 | Saito Research Center, Peptide Institute | |||||
| 著者所属 | ||||||
| 値 | Saito Research Center, Peptide Institute | |||||
| 著者所属 | ||||||
| 値 | Saito Research Center, Peptide Institute | |||||
| 著者所属 | ||||||
| 値 | Department of Anatomy, Hirosaki University Graduate School of Medicine | |||||
| 著者所属 | ||||||
| 値 | Center of Research & Education for Lifelong Learning, Hirosaki University | |||||
| 著者所属 | ||||||
| 値 | Department of Biotechnology and Life Science Faculty of Technology, Tokyo University of Agriculture and Technology | |||||
| 著者所属 | ||||||
| 値 | Department of Physiology, Hirosaki University Graduate School of Medicine | |||||
| 抄録 | ||||||
| 内容記述タイプ | Abstract | |||||
| 内容記述 | D-Glucose is one of the most important energy sources for the survival of various organisms, from E. coli to mammals. For live-cell monitoring of glucose uptake at the single-cell level, a fl uorescent D-glucose derivative 2-[N-（7-nitrobenz-2-oxa-1,3-diazol-4- yl）amino]-2-deoxy-D-glucose [2-NBDG], which we developed, has been widely used in various research fi elds. For the last ten years, however, researchers have awaited an optical control substance for evaluating the extent of non-specifi c adsorption of 2-NBDG upon plasma membrane and/or the rate of unhealthy 2-NBDG uptake through partially（ or transiently） damaged membrane. Here we introduce a fluorescent L-glucose derivative, 2-[N（- 7-Nitrobenz-2-oxa- 1,3-diazol-4-yl）amino]- 2-deoxy-Lglucose [2-NBDLG]. L-Glucosamine is a key intermediate toward the synthesis of 2-NBDLG, but not commercially available. Although a few papers on the synthesis of L-glucosamine have been reported, a new synthetic method of L-glucosamine should be absolutely required in practical view of optical purity and preparative scale. We converted commercially available L-mannose into desired L-glucosamine by 10 steps in 14% of overall yield. The 1H-NMR data of synthetic L-glucosamine were completely identical with those of commercially available D-glucosamine. On the other hand, optical purity of L-glucosamine was confi rmed by comparison of specifi c rotation with that of D-glucosamine. L-Glucosamine thus obtained was coupled with NBD-halide to give 2-NBDLG. Use of transporterrecognizable （D-isomer） and unrecognizable （L-isomer） fluorescent analogues combined with real-time confocal microscopy, should provide valuable information on dynamism of glucose transport. |
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| 引用 | ||||||
| 内容記述タイプ | Other | |||||
| 内容記述 | 弘前医学. 61(Suppl.), 2010, p.S187-S191 | |||||
| 書誌情報 |
弘前医学 巻 61, 号 Supplement, p. S187-S191, 発行日 2010-07-08 |
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| ISSN | ||||||
| 収録物識別子タイプ | ISSN | |||||
| 収録物識別子 | 0439-1721 | |||||
| 書誌レコードID | ||||||
| 収録物識別子タイプ | NCID | |||||
| 収録物識別子 | AN00211444 | |||||
| 著者版フラグ | ||||||
| 出版タイプ | VoR | |||||
| 出版タイプResource | http://purl.org/coar/version/c_970fb48d4fbd8a85 | |||||
| 日本十進分類法 | ||||||
| 主題Scheme | NDC | |||||
| 主題 | 490 | |||||
| NIIサブジェクト | ||||||
| 主題Scheme | Other | |||||
| 主題 | 医学 | |||||
| 出版者 | ||||||
| 出版者 | 弘前大学大学院医学研究科・弘前医学会 | |||||
| 資源タイプ | ||||||
| 値 | Article | |||||
