caa a22 4500 477082572 CHVBK 20180405111454.0 cr unu---uuuuu 170330e19960901xx s 000 0 eng 10.1007/BF01938874 doi (NATIONALLICENCE)springer-10.1007/BF01938874 Enzymatic formation of potential anticancer and antiviral inosine analogues [Elektronische Daten] [B. Sheid, E. Gaetjens, S. Chung, L. Lerner] Theoretically, inosine analogues should act as effective inhibitors of tumor cell proliferation and viral replication. To acquire a broad spectrum of new candidate inosine analogues, a rapid, facile, quantitative and stereoselective method for deaminating potential antitumor and antiviral adenine analogues previously synthesized in our laboratory was developed. A novel 5′-adenylic acid deaminase, with relaxed substrate requirements, fromAspergillus species was utilized to deaminate four hexofuranosyladenine nucleosides and five adenine nucleoside dialdehydes to their corresponding inosine analogues. The fastest rates of deamination for the hexofuranosyl nucleosides were for the compounds where the vicinal hydroxyl groups on the sugars are oriented in the erythro configuration. For rapid deamination of the adenine nucleoside dialdehydes, theR configuration at the proximal carbon atom is preferred, while the nature of the group on the distal carbon atom has no significant effect on the rate or extent of deamination. Birkhäuser Verlag, 1996 Inosine analogues nationallicence adenine analogues nationallicence fungal 5′-adenylic acid deaminase nationallicence Sheid B. Department of Pharmacology, SUNY, Health Science Center at Brooklyn, 450 Clarkson Ave., Box 29, 11203, Brooklyn, New York, USA aut Gaetjens E. Department of Pathology, SUNY, Health Science Center at Brooklyn, 450 Clarkson Ave., Box 29, 11203, Brooklyn, New York, USA aut Chung S. Department of Pathology, SUNY, Health Science Center at Brooklyn, 450 Clarkson Ave., Box 29, 11203, Brooklyn, New York, USA aut Lerner L. Department of Biochemistry, SUNY Health Science Center at Brooklyn, 450 Clarkson Ave., Box 29, 11203, Brooklyn, New York, USA aut Experientia Birkhäuser-Verlag 52/9(1996-09-01), 878-881 0014-4754 52:9<878 1996 52 18 https://doi.org/10.1007/BF01938874 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF01938874 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Sheid B. Department of Pharmacology, SUNY, Health Science Center at Brooklyn, 450 Clarkson Ave., Box 29, 11203, Brooklyn, New York, USA aut NATIONALLICENCE 700 1- Gaetjens E. Department of Pathology, SUNY, Health Science Center at Brooklyn, 450 Clarkson Ave., Box 29, 11203, Brooklyn, New York, USA aut NATIONALLICENCE 700 1- Chung S. Department of Pathology, SUNY, Health Science Center at Brooklyn, 450 Clarkson Ave., Box 29, 11203, Brooklyn, New York, USA aut NATIONALLICENCE 700 1- Lerner L. Department of Biochemistry, SUNY Health Science Center at Brooklyn, 450 Clarkson Ave., Box 29, 11203, Brooklyn, New York, USA aut NATIONALLICENCE 773 0- Experientia Birkhäuser-Verlag 52/9(1996-09-01), 878-881 0014-4754 52:9<878 1996 52 18 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer