Abstract
We studied the behaviour of 8-azido-2'-deoxyadenosine and 8-bromo-2'-deoxyadenosine in aqueous solutions of ammonia and primary and secondary amines. Unexpectedly, 8-Azido-2'-deoxyadenosine is converted to 8-amino-2'-deoxyadenosine in excellent yields. The use of this reaction for the preparation of 8-aminoadenine derivatives needed for the preparation of oligonucleotides carrying 8-aminoadenine is discussed.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Amines / chemistry
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Ammonia / chemistry
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Azides / chemistry*
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Chromatography, High Pressure Liquid
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Deoxyadenosines / chemical synthesis*
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Deoxyadenosines / chemistry*
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Magnetic Resonance Spectroscopy
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Models, Chemical
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Oligonucleotides
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Purines / chemistry
Substances
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8-azido-2'-deoxyadenosine
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Amines
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Azides
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Deoxyadenosines
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Oligonucleotides
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Purines
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8-amino-2'-deoxyadenosine
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8-bromo-2'-deoxyadenosine
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Ammonia