| Project/Area Number |
14580610
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Bioorganic chemistry
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| Research Institution | Kobe University |
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Principal Investigator |
UEJI Shin-ichi Kobe University, KOBE UNIVERSITY, FACULTY OF HUMAN DEVELOPMENT, PROFESSOR (40031364)
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| Co-Investigator(Kenkyū-buntansha) |
EBARA Yasuhito KOBE UNIVERSITY, FACULTY OF HUMAN DEVELOPMENT, ASSOCIATE PROFESSOR (40251657)
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| Project Period (FY) |
2002 – 2003
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| Project Status |
Completed (Fiscal Year 2003)
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| Budget Amount *help |
¥3,700,000 (Direct Cost: ¥3,700,000)
Fiscal Year 2003: ¥700,000 (Direct Cost: ¥700,000)
Fiscal Year 2002: ¥3,000,000 (Direct Cost: ¥3,000,000)
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| Keywords | enzyme / chemical modification / enantioselectivity |
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| Research Abstract |
(1) From the investigation of FT-IR spectra, the chemical modification of Candida rugosa lipase with the aromatic compounds such as benzyloxycarbonyl (Z) and p-nitrobenzyloxycarbonyl Z(NO_2) moieties was found to cause a decrease of the α-helical structure of lipase.
(2) The lipase modified with Z group brought about a 10-fold increase in the enantioselectivity (E value) towards the hydrolysis of racemic butyl 2-(4-substituted phenoxy) propionates in aqueous buffer solution and the esterification of racemic 2-(4-substituted phenoxy) propionic acids with 1-butanol in organic solvents, although the enzyme activity was decreased. The observed order in the enantioselectivity is as follows ; Z>Z(NO_2)～Z(OCH_3). This enhancement effect of the chemical modification upon the E value is relatively small for the case of the chemical modification of lipase with t-butoxycarbonyl, lauoryl, and acetyl moieties.
(3) The origin of the enantioselectivity enhancement by the chemical modification was attributed to a significant deceleration in the initial rate for the incorrectly binding enantiomer.
(4) The optimal modified lipase displaying the highest enantioselectivity existed among the obtained lipase with various degree of the modification. The modification degree was estimated from the TNBS method.
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