First synthesis of C8-arylamine adducts of 2′-deoxyadenosine and incorporation of the phosphoramidite into an oligonucleotide

Synlett

Volumn , Issue 15, 2006, Pages 2411-2414

  Jacobsen, Maike I ^a   Meier, Chris ^a  

^a UNIVERSITY OF HAMBURG   (Germany)

Author keywords

Animation; Nucleoside adducts; Oligonucleotides; Pd cross coupling; Phosphoramidites

Indexed keywords

4 BIPHENYLAMINE; AROMATIC AMINE; ARYLAMINE PARA ANISIDINE; DEOXYADENOSINE; OLIGONUCLEOTIDE; PHOSPHORAMIDOUS ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARCINOGENICITY; CHEMICAL STRUCTURE; SYNTHESIS;

EID: 33749338821     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-950411     Document Type: Article

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21. 4) and the solvent was removed in vacuo. Purification by chromatography on silica gel, eluting with 20% EtOAc in hexane afforded 7a (374 mg, 0.61 mmol; 70%) and 7b (345 mg, 0.52 mmol; 60%) as light-yellow foams.
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24. 4 solution (5 μL, 20 mM) and the nuclease P1 (3 units, from penicillium citrinum; Roche Nr. 91095923/30) were added and incubated for 4 h at 37 °C. Then a tris(hydroxymethyl) aminomethane-HCl buffer (20 μL; pH 8.7; 50 mM) and 4 units of the alkaline phosphatase (Roche Nr. 49048126/15) were added and incubated overnight at 37 °C.