Regioselectively modified cyclodextrins

Further, various glycosyl fluorides were tested as substrates for CGT [83]. This approach gave novel insights into the specificity of the catalytic site of CGT from Bacillus macerans and new routes for the preparation of regioselectively modified cyclodextrins. 

New insights have been obtained on the specificity of the catalytic site of CGTase of Bacillus macerans by enzymatic conversion of modified maltosyl fluorides. The catalytic capability of this enzyme led to the first regioselective synthesis of modified cyclodextrin in good yield. Furthermore, under coupling conditions, new acceptors led to reaction products suggesting at least four subsites for the catalytic site of this enzyme. 

Cyclodextrins can be functionalized with various types of chromophores on both the primary and the secondary hydroxyl rims. A review of the prepared, selectively 0-substituted, CDs has been published [204], The modified CDs show interesting photochemical properties which have been exploited to detect photochemically inactive organic compounds in aqueous solutions [205], to induce stero- and regioselectivity in some photochemical reactions, and to mimic the energy transport from the antenna to the reaction center in the photosynthetic membrane (vide infra). 

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