3.9 Article

Highly lipophilic p-carborane-modified adenosine phosphates

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INST ORGANIC CHEM AND BIOCHEM
DOI: 10.1135/cccc20080175

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carboranes; pharmacophores; nucleosides; nucleotides; adenosine phosphates; AMP; cAMP; ATP; lipophilicity; PCR; nucleoside triphosphates; polymerase incorporation

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The method was developed for the synthesis of biologically important adenosine phosphates, AMP, cAMP and ATP modified with p-carborane cluster - a highly lipophilic pharmacophore. The adenosine phosphates modified with p-carborane are characterized by increased stability in human blood plasma and much more higher lipophilicity than that of the unmodified phosphates. ATP analog 4 bearing p-carborane cluster is not a Taq polymerase substrate and most probably not the polymerase inhibitor. These properties may have clinical implications.

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