Reactive extraction of N-acetylneuraminic acid—A new method to recover neuraminic acid from reaction solutions

Sample Preparation for the Determination of Carbohydrates in Food and Beverages

“…9 Ionic compounds such as trioctyl methylammonium chloride have been used along with phenylboronic acid for the extraction of acid sugars such as N-acetylneuraminic acid. 10 Although this technique seems to be attractive in chemical or industrial processes, at present it is not applied in food analysis. In some cases polysaccharides such as hemicelluloses are extracted with alkaline solutions.…”

Reactive extraction of N-acetylneuraminic acid—Kinetic model and simulation of integrated product removal

“…For the extraction of Neu5Ac and the other compounds (except sodium pyruvate) a two-step mechanism is assumed [11]. In the first reaction step, the compounds react with phenylboronic acid to form esters.…”

“…The combination of PBA derivatives and TOMAC as carriers was used before for extraction of aliphatic diols and common sugars like glucose and fructose [30,31] and the investigation of sugar transport through liquid membranes [32,33]. The extraction of neuraminic acid was performed with more lipophilic phenylboronic acid derivatives like tert-butylphenylboronic acid or 4-biphenylboronic acid as well, but in these systems extraction does not occur to a considerable amount [11].…”

“…A new method for the purification of Neu5Ac is the reactive extraction with phenylboronic acid (PBA) and trioctylmethylammonium chloride (TOMAC) [11]. If the extractants are applied in a 10-fold excess, 86% of the Neu5Ac can be extracted.…”

Potenzial von Prozessintegration mit Adsorbern zur Herstellung seltener Monosaccharide – eine modellbasierte Untersuchung

“…Allerdings weisen Aldolreaktionen und insbesondere Isomerisierungsreaktionen häufig eine ungünstige thermodynamische Gleichgewichtsposition auf, so dass die erreichbaren Ausbeuten gering sind. Da Substrat und Produkt solcher Reaktionen zudem sehr ähnliche Stoffeigenschaften aufweisen und somit ein eher schwieriges Trennproblem darstellen, sind effiziente Aufreinigungsmethoden besonders wichtig für die Wirtschaftlichkeit des Gesamtprozesses [6].…”