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A new sepharose derivative containing covalently boundmyo-inositol: Its structure and application

Ein neues Sepharose-Derivat mit kovalent gebundenem myo-Inosit: Struktur und Anwendung

  • Organische Chemie und Biochemie
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Abstract

myo-Inositol was covalently bound on, an epoxy-activated sepharose. In order to elucidate the structure of the derivative of sepharose formed, in a model reactionmyo-inositol was coupled to propylene oxide, whereby two compounds were obtained. By NMR-spectroscopy,13C-resonancespectroscopy and gas chromatography substanceI could be characterized as a mixture of two isomers. Both are the product of a binding to the hydroxyl group on C-atom 2 ofmyo-inositol. The only difference seems to be the point of attachment to the side chain. SubstanceII, however, originates by substitution on an equitorial hydroxyl group. The application of this new affinity gel is reported.

Zusammenfassung

myo-Inosit wurde an eine epoxy-aktivierte Sepharose kovalent gebunden. Zur Aufklärung der Struktur dieses Sepharosederivats wurde in einer Modellreaktionmyo-Inosit an Propylenoxid gekoppelt, wobei zwei Substanzen erhalten wurden. Durch NMR-Spektren,13C-Resonanzspektren und Gaschromatographie konnte SubstanzI als Gemisch zweier Isomerer charakterisiert werden. Beide sind durch Derivatisierung, am C-Atom 2 des Inosits entstanden, sie unterscheiden sich nur im Ort der Bindung an der Seitenkette. Bei SubstanzII ist hingegen die Substitution an einem äquatorialen O-Atom eingetreten.

Es wird über die Anwendung des neuen Affinitätsgels berichtet.

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Fazldeen, H., Breitenbach, M. A new sepharose derivative containing covalently boundmyo-inositol: Its structure and application. Monatshefte für Chemie 110, 823–830 (1979). https://doi.org/10.1007/BF00906676

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