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Studies of Nucleosides and Nucleotides. XXXVIII. Synthesis of 8-Bromoadenosine Nucleotides
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1969
Year
BiosynthesisBioorganic ChemistryAdenine NucleotidesBiochemistryEngineeringDirect BrominationNatural SciencesNucleic Acid ChemistryNucleic Acid BiochemistryBiotechnologyMolecular BiologyOligonucleotide5'-Cyclic Phosphate8-Bromoadenosine NucleotidesChemical BiologyNatural Product SynthesisEnantioselective SynthesisBiomolecular Engineering
Direct bromination of adenine nucleotides was achieved by the use of bromine-water as brominating agent in the alkaline or buffer solution. By this method 8-bromoadenosine 2-', 3'-and 5'-monophosphate, 5'-di- and tri-phosphate, and 3', 5'-cyclic phosphate were synthesized in satisfactory yield. Mechanism of bromination of adenine nucleotides was discussed.