Behaviour of alpha-aminoadipylcysteine and glutamylcysteine in the presence of intact and disrupted mycelium of a Cephalosporium sp.
1. delta-(l-alpha-Aminoadipyl)-l-cysteine, the corresponding d- and dl-alpha-aminoadipyl isomers, delta-(dl-alpha-amino[6-(14)C]adipyl)-l-cysteine and gamma- and alpha-l-glutamyl-l-cysteine were synthesized. 2. The behaviour of delta-(l-aminoadipyl)-l-cysteine and the corresponding d- and dl-alpha-aminoadipyl isomers was studied in the presence of suspensions of intact mycelium of a Cephalosporium sp., suspensions treated ultrasonically and extracts obtained by grinding with alumina. 3. With intact mycelium the l-alpha-aminoadipyl isomer was removed more rapidly from the extracellular fluid than the corresponding d-isomer. 4. Addition of delta-(dl-alpha-amino[6-(14)C]adipyl)-l-cysteine to suspensions of intact mycelium led to the labelling of extracellular and intracellular penicillin N and cephalosporin C, but also to extensive hydrolysis of the dipeptide. 5. Broken-cell systems hydrolysed delta-(l-alpha-aminoadipyl)-l-cysteine and the corresponding d-alpha-aminoadipyl isomer, but the former was hydrolysed more readily than the latter. 6. gamma- and alpha-l-Glutamyl-l-cysteine were also hydrolysed but delta-(l-alpha-aminoadipyl)-l-cysteinyl-l-valine was not. 7. Only part of the enzyme activity in broken-cell systems responsible for the hydrolysis of delta-(alpha-aminoadipyl)-l-cysteine was present in the supernatant obtained on centrifugation at 20000g. 8. Possible implications of these findings are discussed.
D000164:Acremonium / Q000187:drug effects / Q000201:enzymology / Q000378:metabolism; D000272:Adipates; D000596:Amino Acids; D000630:Aminopterin / Q000494:pharmacology; D002247:Carbon Isotopes; D002511:Cephalosporins / Q000096:biosynthesis; D003545:Cysteine; D004151:Dipeptides / Q000138:chemical synthesis / Q000378:metabolism*; D004586:Electrophoresis; D005971:Glutamates; D010087:Oxides / Q000494:pharmacology; D010209:Paper; D010406:Penicillins / Q000096:biosynthesis*; D013237:Stereoisomerism; D014732:Vibration
D000272:Adipates; D000596:Amino Acids; D002247:Carbon Isotopes; D002511:Cephalosporins; D004151:Dipeptides; D005971:Glutamates; D010087:Oxides; D010406:Penicillins; D000630:Aminopterin; D003545:Cysteine