Synthesis of 4′-fluoroadenosine as an inhibitor of S-adenosyl-L-homocysteine hydrolase

Synthesis of 4′-Fluoroadenosine was achieved via N6-benzoyl-9-(5-deoxy-2, 3-0-dibenzoyl-β-D-erythro-pent-4-enofuranosyl)adenine as intermediate. Evaluation of its inhibitory effect on S-adenosyl-L-homocysteine hydrolase exhibited interesting properties. 4′-Fluoroadenosine caused a time-dependent inactivation of the enzyme, this inactivation was accompanied by reduction of the enzyme-bound NAD+(E.NAD+) to NADH.