Phosphate → HCID 178508927, compound
Reaction equation
[C@@H]1(N2C3N=CN=C(N)C=3N=C2)O[C@H](CO)[C@@H](O)[C@H]1[OH:3].[NH2:20][C:21]1[N:29]=[C:28]2[C:24]([N:25]=[CH:26][N:27]2[C@@H:30]2[O:36][C@H:35]([CH2:37][OH:38])[C@@H:33]([OH:34])[C@@H:31]2[OH:32])=[C:23](N)[N:22]=1.P([O-])([O-])([O-])=O>>[NH2:20][C:21]1[N:29]=[C:28]2[C:24]([N:25]=[CH:26][N:27]2[C@@H:30]2[O:36][C@H:35]([CH2:37][OH:38])[C@@H:33]([OH:34])[C@@H:31]2[OH:32])=[C:23]([OH:3])[N:22]=1Participants
4
Procedure
A suspension of 10 mg/ml of an adenosine deaminase enzyme (prepared from intestinal calf mucosa) was assayed to have an activity of 210 μ moles/min. at 38° C. To a solution of 191 mg. of 2,6-diamino-9-(β-D-arabinofuranosyl)purine in 800 ml of a 1 millimole phosphate buffer of pH 7.1 was added 50 micrograms of adenosine deaminase. After two hours at 38° C. the reaction mixture was freeze dried. The resulting powder was extracted with hot methanol which was filtered and evaporated to give a solid. This solid was triturated with methanol, filtered and the methanol evaporated. The solid was dissolved in 25 ml. of warm methanol and cooled to crystallize the product, 2-amino-6-hydroxy-9-(β-D-arabinofuranosyl)purine, m.p. < 300° C.
Workup
- customat 38° C
- customfreeze dried
- extractionThe resulting powder was extracted with hot methanol which
- filtrationwas filtered
- customevaporated
- customto give a solid
- customThis solid was triturated with methanol
- filtrationfiltered
- customthe methanol evaporated
- dissolutionThe solid was dissolved in 25 ml
- temperatureof warm methanol and cooled
- customto crystallize the product, 2-amino-6-hydroxy-9-(β-D-arabinofuranosyl)purine, m.p. < 300° C.
Sources & evidence
- ORD record
- ord-c6fc26465c764f959b3caa1607f4b4c7
- Source dataset
- uspto-grants-1976_05
- Patent number
- US03956277
Reaction notes
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