Enantioselective desymmetrization of meso-cyclopent-2-en-1,4-diacetate to 4-(R)-hydroxycyclopent-2-en-1-(S)-acetate using enzyme immobilized superparamagnetic nanocomposites


Sharifabad M. E., Hodgson B., Jellite M., Sen T.

Nanotechnology 2014: Electronics, Manufacturing, Environment, Energy and Water - 2014 NSTI Nanotechnology Conference and Expo, NSTI-Nanotech 2014, Washington, Amerika Birleşik Devletleri, 15 - 18 Haziran 2014, cilt.3, ss.320-323, (Tam Metin Bildiri)

  • Yayın Türü: Bildiri / Tam Metin Bildiri
  • Cilt numarası: 3
  • Basıldığı Şehir: Washington
  • Basıldığı Ülke: Amerika Birleşik Devletleri
  • Sayfa Sayıları: ss.320-323
  • Atatürk Üniversitesi Adresli: Hayır

Özet

In this article, we report the method of fabrication of core-shell nanoparticles of superparamagnetic iron oxides core and amorphous / mesoporous silica shell along with hierarchically ordered porous silica containing embedded superparamagnetic iron oxide nanocomposites1,2, surface engineering of such nanocomposites by novel Tri-phasic Reverese Emulsion (TPRE) method 3 with aminopropyl triethoxy silane (APTS) followed by surface modification with glutaraldehyde for the immobilisaton of Candida Rugosa Lipase (CRL) and Pseudomonas Fluorescens Lipase (PFL) via covalent coupling and used them as heterogeneous catalysts for the pharaceutical important chiral catalysis "conversion of meso-cyclopent-2-en-1,4-diacetate to optically active products such as 4-(R)-hydroxycyclopent-2-en-1-(S)-acetate and 1-(R)-hydroxycyclopent-2-en-4-(S)-acetate". It was found that CRL immobilised nanocomposites tend to produce both optial isomers with nearly 1:1 ratio whereas PFL immobilised nanocomposites produced only one optical isomer 4-(R)-hydroxycyclopent-2-en-1-(S)-acetate. The additional advantage of the solid supports was that they can be separated from the reaction mixture by simple one step magnetic separation and was suitable for storing at 4°C for used in several catalytic cycles without a significant loss of catalytic activity.