| Project/Area Number |
07555568
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| Research Category |
Grant-in-Aid for Scientific Research (A)
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| Allocation Type | Single-year Grants |
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| Section | 展開研究 |
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| Research Field |
工業分析化学
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| Research Institution | Osaka University |
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Principal Investigator |
TANAKA Minoru Osaka Univ., Res. Center Environ. Preserv., Professor, 保全科学研究センター, 教授 (60029238)
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| Co-Investigator(Kenkyū-buntansha) |
YOSHINAGA Masanobu Toppan Printing Co., Kansai Research Institute, Researcher, 関西研究所, 研究員
YASAKA Yuta Osaka Univ., Res. Center Environ. Preserv., Assistant Professor, 保全科学研究センター, 講師 (90150333)
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| Project Period (FY) |
1995 – 1997
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| Project Status |
Completed (Fiscal Year 1997)
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| Budget Amount *help |
¥2,500,000 (Direct Cost: ¥2,500,000)
Fiscal Year 1997: ¥900,000 (Direct Cost: ¥900,000)
Fiscal Year 1996: ¥1,600,000 (Direct Cost: ¥1,600,000)
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| Keywords | Liquid chromatography / Chemically modified cyclodextrin stationary phases / Chiral separation / Dansylamino acid derivatives |
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| Research Abstract |
The method to isolate selectively methylated beta-and gamma-cyclodextrin (CD) derivatives could be established. Their hydroxyl groups at 2-position (2-MM-) 3-position (3-MM-), both 2- and 3-positions (2,3-DM-) and 2-, 3-and 6-positions (2,3,6-TM-) were methylated. The mono-, di- and trimethylated CD derivatives are donared by prefixing the unmodified CD with MM-, DM- and TM-, respectively.
After monoallyloxyethylation, the unmodified and methylated CDs were treated with dimethoxymethylsilane, followed by coupling on the silica gel surface. Selectively methylated CD-bonded stationary phases for HPLC without an unreacted spacer arm could be thus obtained. This preparation method of the CD stationary phases brought about a ready estimation of the precise amount of CD immobilized and easy immobilization of the gamma-CD derivatives as well as the beta-CD ones.
The chiral recognition abilities of the resulting gamma-CD stationary phases were evaluated using dansylamino acids as model solutes. Unmodified gamma-CD and 3-MM-gamma-CD stationary phases could resolve most of their enantiomers, while 2-MM-gamma-CD and 2,3,6-TM-gamma-CD stationary phases could not at all. These results positively suggest an important contribution of the 2-hydroxyl group to the chiral recognition for these solutes. It is found that the selectively methylated gamma-CD stationary phases exhibit the high enantioselectivities as expected. Similar investigation is now in progress on the selectively methylated beta-CD stationary phases.
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