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Enzymatic Synthesis of Bis(5′-Nucleosidyl) Tetra- and Triphosphates

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Abstract

The total fraction of aminoacyl-tRNA synthases from Escherichia coli has been shown to catalyze the synthesis of the bis(5′-nucleosidyl) oligophosphates Ap4AZT, Ap4d4T, Ap43TC, and Ap4ACV, as well as Ap3AZT and Ap3d4T, from [α-32P]ATP and the corresponding nucleoside-5′-tri(or di)phosphate. The resulting compounds, characterized by HPLC, are resistant to alkaline phosphatase. Ap4AZT, Ap4d4T, and Ap43TC are formed with approximately equal efficiency, whereas the efficiencies of the synthesis of Ap4ACV, Ap3AZT, and Ap3d4T are three- to fivefold lower.

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Abbreviations

Ap n N′:

bis(5′-nucleosidyl) oligophosphates

ACV:

acyclovir {9-[(2-hydroxyethoxy)methyl]guanine}

AZT:

3′-azido-2′,3′-dideoxythymidine

d4T:

2′,3′-dideoxy-2′,3′-didehydrothymidine

3TC:

L-2′,3′-dideoxy-3′-thiocytidine

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Correspondence to A. Yu. Skoblov.

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__________

Translated from Bioorganicheskaya Khimiya, Vol. 31, No. 6, 2005, pp. 623–626.

Original Russian Text Copyright © 2005 by Skoblov, Yas'ko, Murabuldaev, Kukhanova, Skoblov.

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Skoblov, A.Y., Yas'ko, M.V., Murabuldaev, A.M. et al. Enzymatic Synthesis of Bis(5′-Nucleosidyl) Tetra- and Triphosphates. Russ J Bioorg Chem 31, 563–566 (2005). https://doi.org/10.1007/s11171-005-0077-6

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  • DOI: https://doi.org/10.1007/s11171-005-0077-6

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