Formation of beta-fructosyl compounds of pyridoxine in growing culture of Aspergillus niger.
Two pyridoxine compounds were found to be formed in a culture filtrate of Aspergillus niger and A. sydowi, when grown in a medium containing sucrose and pyridoxine. Each of the two compounds I and II was obtained as a white powdered preparation by preparative paper chromatography, gel filtration on Toyopearl HW-40S and Sephadex G-10 columns, DEAE-cellulose column chromatography, and lyophilization. Compounds I and II were identified as 5'-O-(beta-D-fructofuranosyl)-pyridoxine and 5'-O-[beta-D-fructofuranosyl-(2-->1)-beta-D-fructofuranosyl]-pyridoxine, on the basis of the various experimental results, viz., elementary analyses, UV, 1H-, and 13C-NMR spectra, products by hydrolysis with acid and yeast beta-D-fructofuranosidase, migration on paper electrophoresis, and Gibbs reaction in the presence and absence of boric acid. Levansucrase from Microbacterium laevaniformans and yeast beta-D-fructofuranosidase did not catalyze the beta-D-fructofuranosyl transfer from sucrose to pyridoxine to give rise to beta-D-fructofuranosyl-pyridoxine.
Suzuki
Y
Y
Research Institute for Bioresources, Okayama University, Japan.
Uchida
K
K
D001234:Aspergillus niger / Q000254:growth & development / Q000378:metabolism*; D002240:Carbohydrate Sequence; D003470:Culture Media; D004187:Disaccharides / Q000096:biosynthesis* / Q000737:chemistry / Q000302:isolation & purification; D005632:Fructose / Q000031:analogs & derivatives* / Q000096:biosynthesis / Q000737:chemistry / Q000302:isolation & purification; D008969:Molecular Sequence Data; D011736:Pyridoxine / Q000031:analogs & derivatives* / Q000096:biosynthesis / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D012639:Seeds / Q000378:metabolism; D013395:Sucrose / Q000378:metabolism
D003470:Culture Media; D004187:Disaccharides; C082484:5'-O-fructofuranosylpyridoxine; C082485:5'-O-(fructofuranosyl-2-1-fructofuranosyl)pyridoxine; D005632:Fructose; D013395:Sucrose; D011736:Pyridoxine