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. Author manuscript; available in PMC: 2010 May 27.
Published in final edited form as: J Med Chem. 2009 May 28;52(10):3397–3407. doi: 10.1021/jm900126v

Table 7.

Deamination of Adenine 1,2-(Dihydroxyethyl)methylenecyclopropane Analogues of Nucleosides by Adenosine Deaminasea

Compound Isomer Configuration %Deamination
24 h 48 h
12a Z 4’S,5’S 45 80
13a E 4’S,5’S 85 100
14a Z 4’S,5’R 65 80
15a E 4’S,5’R 100 100
ent-12a Z 4’R,4’R 0 0
ent-13a E 4’R,4’R 100 100
ent-14a Z 4’R,5,S 0 0
ent-15a E 4’R,5’S 65 85
a

For details see Experimental.