Incorporation of 3H and 14C from (6 alpha-3H)penicillin N and (10-14C,6 alpha-3H) penicillin N into deacetoxycephalosporin C.
1. In a cell-free system prepared by lysis of protoplasts of Cephalosporium acremonium mutant M-0198, 3H and 14C were incorporated from singly- and doubly-labelled penicillin N into deacetoxycephalosporin C. 2. The deacetoxcephalosporin C obtained from the above feeding experiments was converted into two different crystalline derivatives, namely N-phthalimidodeacetoxycephalosporin C bisbenzhydryl ester and N-phthalimidodeacetoxycephalosporin C bisdicyclohexylamine salt and recrystallized to constant specific activity or constant ratio of specific activity. 3. That 3H is incorporated at C-7 in the biosynthesized deacetoxycephalosporin C was shown by the loss of radioactivity (95.2%) after methoxylating the derived N-phthalimidodeacetoxycephalosporin C bisbenzyhydryl ester. 4. Deacetoxycephalosporin C was also the product of the cell-free reaction conducted in the presence of ferrous ions and ascorbic acid, as shown by two-dimensional paper electrophoresis-chromatography; these additives appreciably improved the efficiency of conversion.
D000164:Acremonium / Q000378:metabolism; D001205:Ascorbic Acid / Q000378:metabolism; D002250:Carbon Radioisotopes; D002511:Cephalosporins / Q000096:biosynthesis*; D055598:Chemical Phenomena; D002621:Chemistry; D002851:Chromatography, High Pressure Liquid; D005296:Ferrous Compounds / Q000378:metabolism; D010406:Penicillins / Q000378:metabolism*; D014316:Tritium
D002250:Carbon Radioisotopes; D002511:Cephalosporins; D005296:Ferrous Compounds; D010406:Penicillins; D014316:Tritium; C025578:deacetoxycephalosporin C; C006414:penicillin N; D001205:Ascorbic Acid