Methylribose → 6-Deoxyaltritol

As shown in FIG. 23, first, 6-deoxy L-psicose was prepared from L-rhamnose, using L-rhamnose isomerase and D-tagatose 3-epimerase (The Annual Meeting of the Japan Society of Bioscience, Biotechnology and Agrochemistry 2007). As a consequence of the hydrogenation with a nickel catalyst under high-pressure conditions, a mixture of 1-deoxy D-allitol (6-deoxy-L-allitol) and 1-deoxy D-talitol (6-deoxy-L-tallitol) was obtained (FIGS. 24 and 26). The mixture as a substrate was subjected to a bacterial cell reaction with the bacterial strain IK7 (NITE BP-271) of the genus Enterobacter (FIGS. 25 and 27). Consequently, only 1-deoxy D-allitol was selectively oxidized to 1-deoxy D-psicose. Almost no reduction of the total weight of both the substrates with the bacterial strain IK7 of the genus Enterobacter was observed. The productivity of 1-deoxy D-psicose from 1-deoxy D-allitol was about 90%. The reaction products were separated from each other. Consequently, 1-deoxy D-psicose and 1-deoxy D-talitol were obtained individually as pure products. A photograph of the crystal of the resulting 6-deoxy L-psicose is shown in FIG. 28. The product was identified by comparison with the chemically synthesized 1-deoxy D-psicose and confirmed on the basis of the coincidence of the 13C NMR spectra (FIG. 29) of the two and the optical rotation degrees of the two.

1. customThe mixture as a substrate was subjected to a bacterial cell reaction with the bacterial strain IK7 (NITE BP-271) of the genus Enterobacter (FIGS. 25 and 27)
2. customThe reaction products were separated from each other

ORD record

ord-3e816270ac214f699aac2afffe302f1a

Source dataset

uspto-grants-2013_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08389248B2