The structures of two blue-fluorescent substances, asperopterfn-A and -B, isolated from Aspergillus oryzae were investigated. Asperopterin-B was identified as 2-amino-3,4,7,8-tetrahydro-6-hydroxymethyl-8-methyl-4,7-dioxopteridine (7) by studying its chemical degradation, pKα values, and UV spectra; the structure was confirmed by synthesis. Asperopterin-A was shown to be the β-D-ribofuranoside of 7, 2-amino-3,4,7,8-tetrahydro-8-methyl-4,7-dioxo-6-pteridinylmethyl β-D-ribofuranoside (10).
fluorescence, Structure determination, Aspergillus oryzae, asperopterins
Publication DOI: 10.1246/bcsj.45.492Journal NLM ID: 7505371Publisher: Tokyo: Nippon Kagakukai
Institutions: Department of General Education, Nagoya University, Nagoya, Japan
Methods: 1H NMR, methylation, IR, acid hydrolysis, paper chromatography, UV, optical rotation measurement, oxidation, melting point determination, hydrogenation
Found