Formation of β-galactosyl compounds of pyridoxine in growing culture of Sporobolomyces singularis

Add time:07/19/2019    Source:sciencedirect.com

Several pyridoxine compounds were found to be formed in a high yield in a growing culture of Sporobolomyces singularis containing lactose and pyridoxine. Three compounds, I, II and III, were isolated from cultured broth by Dowex 50W-X8 colum chromatography, paper chromatography, lyophilization, and then obtained as needle crystals (m.p. (decomp.): I, 204–206°C; II, 192–194°C; III, 222–223°C. [α]D16: I, −27.7° (c = 3.82, H2O); II, −1.6° (c = 2.52, H2O); III, + 8.3° (c = 3.98, H2O)). Compounds I, II, and III were identified as 5′-O-(β-d-galactopyranosyl)-pyridoxine, 4′-O-(β-d-galactopyranosyl)-pyridoxine, and 4′-O-(β-d-galactopyranosyl-(1 → 4)-β-d-galactopyranosyl)-pyridoxine, respectively, on the basis of the various experimental results, viz., ultraviolet, infra-red, 1H-NMR, and 13C-NMR spectra, products by hydrolysis with acid and with α- and β-galactosidases, migration on paper electrophoresis, and Gibbs reaction in the presence and absence of boric acid. Also, the yeast produced a remarkable amount of β-glucosyl compounds of pyridoxine in cultured broth, when grown on cellobiose and pyridoxine.

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