In situ product removal of ketoses by immobilized 3-amino phenyl boronic acid: effect of immobilization method on pH profile.
The use of polymeric derivatives of phenylboronic acid (PBA) as an effective means for specific in situ product removal of ketoses from aldose-containing reaction mixtures, strongly depends on the retention of selective binding of ketoses exhibited by soluble PBA and 3-amino PBA, by their polymeric, water insoluble analogs. In this communication we demonstrate that immobilization chemistry has a strong effect on ketose preferred binding by polymeric PBA derivatives. Our results indicate that for the preparation of an effective and more specific adsorbent, 3-amino PBA should be coupled to the polymeric carrier via alkylamino chemistry and not via the commonly employed amido derivative. Immobilized alkylamino-PBA exhibited selective fructose and xylulose binding throughout glucose and xylose isomerization processes at the pH range of 7.0-8.0.
Dukler
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Department of Molecular Microbiology and Biotechnology, Faculty of Life Sciences, Tel Aviv University, Tel Aviv 69978, Israel. amihayf@post.tau.ac.il
Freeman
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D001897:Boronic Acids / Q000737:chemistry*; D004800:Enzymes, Immobilized / Q000737:chemistry*; D005632:Fructose / Q000737:chemistry; D005947:Glucose / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D007536:Isomerism; D007661:Ketoses / Q000737:chemistry* / Q000302:isolation & purification*; D011108:Polymers / Q000737:chemistry; D014994:Xylose / Q000737:chemistry
D001897:Boronic Acids; D004800:Enzymes, Immobilized; D007661:Ketoses; D011108:Polymers; C024617:polyol; D005632:Fructose; C028592:3-aminobenzeneboronic acid; C065843:Eupergit C; D014994:Xylose; D005947:Glucose