Production of 2',3'-dideoxyadenosine and 2',3'-dideoxyinosine from 2',3'-dideoxyuridine and the corresponding purine bases by resting cells of Escherichia coli AJ 2595.
A novel microbial method for the production of 2',3'-dideoxynucleosides by transdideoxyribosylation has been developed. By screening microorganisms producing 2',3'-dideoxyadenosine (DDA) from 2',3'-dideoxyuridine (DDU) and adenine, Escherichia coli AJ 2595 was selected as the best producer. Optimal pH and temperature for the DDA-producing reaction were ca. 6.5 and 50 degrees C, respectively. Pi seemed to be an essential factor for the reaction, and its optimal concentration was ca. 25 mM. Moreover, polyethylene glycol had a notable effect on DDA production. Under the best conditions established, 52 mM DDA was obtained from 100 mM DDU and 100 mM adenine after 48 h of incubation from resting cells of E. coli AJ 2595. This strain could also produce 2',3'-dideoxynucleosides, such as 2',3'-dideoxyinosine (DDI), 2',3'-dideoxyguanosine, and 2',3'-dideoxythymidine, from DDU and the corresponding bases. In particular, this strain could produce DDI in high yield (ca. 32 mM from 100 mM DDU and 100 mM hypoxanthine) after 24 h of incubation. However, 2',3'-dideoxycytidine was not produced from DDU and cytosine by resting cells of E. coli AJ 2595.
Shirae
H
H
Central Research Laboratories, Ajinomoto Co., Inc., Kawasaki, Japan.
Kobayashi
K
K
Shiragami
H
H
Irie
Y
Y
Yasuda
N
N
Yokozeki
K
K
D000998:Antiviral Agents / Q000138:chemical synthesis*; D001419:Bacteria / Q000378:metabolism; D016049:Didanosine; D016048:Dideoxyadenosine; D015224:Dideoxynucleosides / Q000378:metabolism*; D004926:Escherichia coli / Q000254:growth & development / Q000378:metabolism*; D006863:Hydrogen-Ion Concentration; D007700:Kinetics; D013696:Temperature
D000998:Antiviral Agents; D015224:Dideoxynucleosides; D016048:Dideoxyadenosine; C058925:2',3'-didehydro-2',3'-dideoxyuridine; C059513:2',3'-dideoxyuridine; D016049:Didanosine