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Synthesis of a glutaraldehyde derivative of calix[4]arene as a cross-linker reagent for lipase immobilization

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Abstract

This article describes the synthesis of a new calix[4]arene 1,3-distal glutaraldehyde derivative 4 as a cross-linker-reagent for immobilization of Candida rugosa lipase (CRL). p-tert-Butylcalix[4]arene 1,3-distal diaminoalkyl derivative (3) synthesized via aminolysis reaction of 5,11,17,23-tert-butyl-25,27-ethoxycarbonylmethoxy-26,28-hydroxycalix[4]arene (2) with 1,8-diaminooctane. Compound 3 was converted to its aldehyde derivative (4) by the treatment with glutaraldehyde solution. 4 was used in lipase immobilization in order to see the role of calix[4]arene binding site on the lipase activity and stability. It was observed that the immobilized lipase activity was maintained at levels exceeding 95% of its original activity after 40 min.

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Acknowledgments

We would like to thank The Research Foundation of Selcuk University (BAP) and The Scientific and Technical Research Council of Turkey (TUBITAK-Grant Number 106T435) for financial support of this work.

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  1. Department of Chemistry, Selçuk University, 42031, Konya, Turkey

    Fatih Ozcan, Ozlem Sahin & Mustafa Yilmaz

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  1. Fatih Ozcan
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  2. Ozlem Sahin
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  3. Mustafa Yilmaz
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Correspondence to Mustafa Yilmaz.

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Ozcan, F., Sahin, O. & Yilmaz, M. Synthesis of a glutaraldehyde derivative of calix[4]arene as a cross-linker reagent for lipase immobilization. J Incl Phenom Macrocycl Chem 63, 123–129 (2009). https://doi.org/10.1007/s10847-008-9496-3

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  • DOI: https://doi.org/10.1007/s10847-008-9496-3

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