Adenosine 3 -amino-3’-deoxy-, reaction with

Fig. 2 Methyltransferase-directed N -adenine alkylation of DNA by 5 -[(5)-[(3S)-3-amino-3-carboxylpropyl]( )-pent-2-en-4-ynylsulfonio]-5 -deoxy-adenosine and subsequent CuAAC reaction with an azido-modified reporter group [83]...

Treatment of adenosine with sodium toluene-p-sulphinate and sodium hypochlorite gives a 50% yield of 2 -0-tosyladenosine. iV-Chloro intermediates are thought to be involved, which then give tosyl chloride by reaction with the sulphinate, but it is unclear why this procedure gives a higher yield than direct tosylation.229 Amino acids linked to (deoxy)-nucleosides via a sulphamoyl group have been reported they are structurally similar to the antibiotic ascamycin (see also Vol. 23, p.226).230 3. and 5 -0-dansyl derivatives of thymidine have been prepared, and shown to act as inhibitors of thymidine kinase from herpes simplex virus.231... 

Reversibility in the reaction of (5)-2-aminopropanol allowed the identification of 5 -deoxyadenosine as a transiently and reversibly formed intermediate. Reaction of this substrate led to both cob(II)alamin and 5-deoxyadenosine in the steady state. Experiments with [5 - H2]adenosylcobalamin and (5)-2-amino[l- H2]propanol produced 5 -deoxy-[ H3]adenosine in the steady state, proving direct hydrogen transfer from the substrate to C5 of coenzyme Bi2. ... 

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