Mohd Noriznan Mokhtar

Biocatalytic Production, Preparation and Characterization of Large-ring Cyclodextrins

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Kurzfassung in Englisch

Cyclodextrins (CD) are cyclic oligosaccharides composed of six to more than sixty
glucose units. Large-ring cyclodextrins (LR-CD) are novel CD comprised of more than eight
glucose units with cavity structures and sizes different from that of commercially available
CD<sub>6</sub> – CD<sub>8</sub>. LR-CD may offer unique molecular recognition properties and can be produced
biocatalytically from starch using cyclodextrin glucanotransferase (CGTase, E.C. in
a short reaction time. LR-CD were isolated from glucose, CD<sub>6</sub> – CD<sub>8</sub> and other compounds by
complexation of CD<sub>6</sub> – CD<sub>8</sub> as well as precipitation techniques. The yield of LR-CD (degree
of polymerization from 9 to 21) was optimized using central composite design. Addition of
polar organic solvents to the synthesis resulted in higher yields of LR-CD. LR-CD composed
of 9 to 21 glucose units were successfully separated using reversed-phase of ODS-AQ
chromatography and normal-phase of polyamine II chromatography. Maintaining optimized
reaction conditions aided in a high yield of CD<sub>9</sub>; it could be separated with reasonable yield
using a single step of polyamine II chromatography. A co-grinding method helped to obtain
higher solubilization levels of glibenclamide, vitamin A acetate and vitamin D<sub>3</sub> in CD<sub>13</sub>, CD<sub>10</sub>
and CD<sub>11</sub>, respectively when compared to other CD. Vitamin K<sub>1</sub> was solubilized in distilled
water with CD<sub>6</sub> – CD<sub>13</sub> using a co-precipitation method. When compared with other CD, CD<sub>9</sub>
was seen to be the best solubilizer. The analysis of complexes using ESI MS showed
spironolactone and glibenclamide complexed with CD<sub>9</sub> and CD<sub>13</sub>, respectively.

weitere Metadaten

Large-ring cyclodextrins (LR-CD)
central composite design
cyclodextrin glucanotransferase (CGTase)
host-guest complexation
molecular recognition
supramolecular chemistry
SWD SchlagworteBacillus macerans
SWD SchlagworteMolekulare Erkennung
DDC Klassifikation570
HochschuleTU Chemnitz
FakultätFakultät für Maschinenbau
BetreuerProf. Dr. Wolfgang Zimmermann
GutachterProf. Dr. Wolfgang Zimmermann
Prof. Dr.-Ing. Bernd Platzer
Prof. Dr. Norbert Sträter
Tag d. Einreichung (bei der Fakultät)06.10.2008
Tag d. Verteidigung / Kolloquiums / Prüfung26.01.2009
Veröffentlichungsdatum (online)04.03.2009
persistente URNurn:nbn:de:bsz:ch1-200900431

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