Phosphonylation of Biomolecules with Inorganic Diphosphonate. II. Phosphonylation of Phosphate Groups on Nudeoside 5′-Monophosphates, Deoxynudeoside 5′-Monophosphates, and Sugar Phosphates
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- Yamamoto Yoshisuke
- Department of Chemistry, Faculty of Science, Kyushu University
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- Baba Yoshinobu
- Department of Chemistry, Faculty of Education, Oita University
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- Mizokuchi Miwa
- Department of Chemistry, Faculty of Education, Oita University
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- Onoe Mika
- Kobe Women’s College of Pharmacy
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- Sumiyama Tomoko
- Kobe Women’s College of Pharmacy
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- Tsuhako Mitsutomo
- Kobe Women’s College of Pharmacy
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- Yoza Norimasa
- Department of Chemistry, Faculty of Science, Kyushu University
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- Ohashi Shigeru
- Department of Chemistry, Faculty of Science, Kyushu University
書誌事項
- タイトル別名
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- Phosphonylation of biomolecules with inorganic diphosphonate. II. Phosphonylation of phosphate groups on nucleoside 5'-monophosphates, deoxynucleoside 5'-monophosphates, and sugar phosphates.
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説明
Inorganic diphosphonate phosphonylated predominantly phosphate groups on nucleoside 5′-monophosphates (=NMP’s: AMP, GMP, IMP, CMP, and UMP), deoxynudeoside 5′-monophosphates (=dNMP’s: dAMP and dTMP), and sugar phosphates (=SP’s: GlclP, Glc6P, and Rib5P) in aqueous solutions under mild conditions (50–70 °C, pH 6). The chemical structures of phosphonylated products were discussed on their 31P NMR spectra and high-performance liquid chromatograms. The main phosphonylated products from NMP’s and dNMP’s were analogous in structure to nucleoside 5′-diphosphates. The rate of phosphonylation of phosphate groups on NMP’s, dNMP’s, and SP’s varied strongly depending on reaction conditions: pH, reaction temperature, and initial concentration of inorganic diphosphonate. The maximum yields of phosphonylated products were ca. 70% for all NMP’s, dNMP’s, and SP’s under the following conditions: initial concentration of inorganic diphosphonate is 1.5 mol dm−3; each initial concentration of NMP’s, dNMP’s, or SP’s is 0.1 mol dm−3; 70 °C; pH 6.
収録刊行物
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- Bulletin of the Chemical Society of Japan
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Bulletin of the Chemical Society of Japan 61 (9), 3217-3223, 1988
公益社団法人 日本化学会
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詳細情報 詳細情報について
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- CRID
- 1390282679104476160
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- NII論文ID
- 130001980910
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- COI
- 1:CAS:528:DyaL1MXhsleltLw%3D
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- ISSN
- 13480634
- 00092673
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- 本文言語コード
- en
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- データソース種別
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- JaLC
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- 使用不可