2-amino-5-(1,3-dioxolan-2-yl)pentanoic Acid → Allysine ethylene acetal

In a 200 mL microjar, 4.73 g of D,L-allysine ethylene acetal and 4.1 mg of catalase (derived from bovine liver, Sigma) were dissolved in 100 mL of 10 mM phosphate buffer (pH 8.3). Then, 2.37 g of immobilized D-amino acid oxidase (of the Trigonopsis origin, Boehringer Mannheim) was added and the reaction was conducted with stirring and 0.5 mL/min. aeration at 25° C. for 12 hours. This reaction mixture was filtered and the filtrate was subjected to HPLC analysis. The substrate residue rate was 50%. The filtrate was also concentrated under reduced pressure, added methanol, and stirred under cooling with ice bath, and the precipitated L-allysine ethylene acetal was collected by filtration and dried to provide 1.73 g of pure L-allysine ethylene acetal. By HPLC analysis, the chemical purity of this product was found to be 99% (Finepak SIL C18-5, Nippon Bunko), and the optical purity was 100% e.e. (CROWNPAK CR(+), Daicel).

1. filtrationThis reaction mixture was filtered
2. concentrationThe filtrate was also concentrated under reduced pressure
3. additionadded methanol
4. stirringstirred
5. temperatureunder cooling with ice bath
6. filtrationthe precipitated L-allysine ethylene acetal was collected by filtration
7. customdried

ORD-Eintrag

ord-703d30b6483f49e5bf3007093f24f5ed

Quelldatensatz

uspto-grants-2001_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06174707B1