Formation of beta-galactosyl compounds of arabinosylcytosine in growing culture of Sporobolomyces singularis.
Two new compounds of 1-beta-D-arabinofuranosylcytosine (ara-C) were found to be produced in a high yield in a culture filtrate of Sporobolomyces singularis, when grown on a medium containing lactose and ara-C. The compounds I and II were obtained as white needle crystals from the culture filtrate by preparative paper chromatography, gel-filtration on Sephadex G-10 and Toyopearl HW-40S, lyophilization, and ethanol treatment. The compounds I and II were identified as 3'-O-(beta-D-galactopyranosyl)-ara-C and 3'-O-[beta-D-galactopyranosyl-(1-->4)-O-beta-D-galactopyranosyl]-ara-C, respectively, on the basis of the various experimental results, viz., elementary analyses, UV, IR, 1H-, and 13C-NMR spectra, and products by hydrolysis with alpha- and beta-galactosidases. Also, the yeast produced a large amount of 3'-O-beta-galactosyl compounds of adenosine and inosine in the culture filtrate when grown on a medium containing lactose and their ribonucleosides.
Suzuki
Y
Y
Research Institute for Bioresources, Okayama University, Japan.
Uchida
K
K
D002240:Carbohydrate Sequence; D002850:Chromatography, Gel; D003460:Crystallization; D003470:Culture Media; D003561:Cytarabine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism; D004187:Disaccharides / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D005285:Fermentation; D005612:Freeze Drying; D005697:Galactosides / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D006868:Hydrolysis; D007785:Lactose / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D003904:Mitosporic Fungi / Q000254:growth & development / Q000378:metabolism*; D008969:Molecular Sequence Data; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
D003470:Culture Media; D004187:Disaccharides; D005697:Galactosides; D003561:Cytarabine; C087653:3'-O-galactopyranosylcytarabine; C087654:3'-O-galactopyranosyl-1-4-O-galactopyranosylcytarabine; D007785:Lactose