1986 Fiscal Year Final Research Report Summary
Synthesis of the peptide-surfactants containig an optical active biphenyl-unit and their use for the assymetric synthesis.
| Project/Area Number |
60550616
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| Research Category |
Grant-in-Aid for General Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Research Field |
Synthetic chemistry
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| Research Institution | Toa University |
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Principal Investigator |
NAKANO Akio Faculty of Engineering, Toa University, 工学部, 助教授 (90091355)
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| Project Period (FY) |
1985 – 1986
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| Keywords | Surfactant / Bilayer-membrane / Optical-selectivity / Biphenyl-compound / 加水分解 / ビタミン【B_6】 |
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| Research Abstract |
Two kinds of the peptide-surfactants which include an optical active biphenyl-unit were synthesized and the physical properties of their aggregates were investigated. Electron micrographs of their aggregates indicate that the aqueous dispersion of cationic surfactant containig a biphenyl-unit apparently involves multiwalled lamellae and vesicles and also that the multi-walled aggregates is completly converted into the single-walled vesicles upon sonication of this aqueous dispersion. These aggregate-structures bear a close resemblance to those formed with the phospholipids. The phase transition parameters obtained for these peptide-surfactants were similar to the values obtained for the ones employed before. The fact suggests that these surfactants are able to form a tight hydrogen-belt in their aggregates. The hydrolysis of enantiomeric esters of various hydrophobic nature, which was carried out by using a mixed membrane systems composed with the surfactants synthesized in this work, showed relatively small enantioselectivity. The biphenyl-unit is so bulky that the interaction between the reaction-site of the substrate and the histidyl residue which is adfacent to the biphenyl group might be largely reduced. In conclusion, the cationic peptide surfactant containing biphenyl-unit in addition to the reactive group (histidine) should be synthesized and employed for the catalytic systems of Vitamin <B_6> .
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