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Volume 272, Number 14, Issue of April 4, 1997 pp. 9556-9560
©1997 by The American Society for Biochemistry and Molecular Biology, Inc.

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Stereoisomers of Deoxynucleoside 5-Triphosphates as Substrates for Template-dependent and -independent DNA Polymerases

(Received for publication, November 5, 1996)

Dmitry G. Semizarov , Andrey A. Arzumanov , Natalya B. Dyatkina , Albert Meyer ^§ , Sophie Vichier-Guerre ^§ , Gilles Gosselin ^§ , Bernard Rayner ^§ , Jean-Louis Imbach ^§ and Alexander A. Krayevsky

From the  Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, 32 Vavilov Street, Moscow, 117984 Russia and the ^§ Laboratoire de Chimie Bioorganique, CNRS UMR 5625, Université de Montpellier II, Place Eugene Bataillon, 34095 Montpellier Cedex 5, France

All four possible stereoisomers of dNTP with regard to deoxyribofuranose C-1 and C-4 carbon atoms were studied as substrates for several template-dependent DNA polymerases and template-independent terminal deoxynucleotidyl transferase. It was shown that DNA polymerases , , and  from human placenta and reverse transcriptases of human immunodeficiency virus and avian myeloblastosis virus incorporate into the DNA chain only natural -D-dNTPs, whereas calf thymus terminal deoxynucleotidyl transferase incorporates two nucleotide residues of -D-dNTP and extends the resulting oligonucleotide in the presence of -D-dNTPs. The latter enzyme also extended -anomeric D-oligodeoxynucleotide primers in the presence of -D-dNTPs. None of the studied enzymes utilized L-dNTPs. These data indicate that template-dependent DNA polymerases are highly stereospecific with regard to dNTPs, whereas template-independent terminal deoxynucleotidyl transferase shows less stereodifferentiation. It is likely that the active center of the latter enzyme forms no specific contacts with the nucleic bases of both nucleotide substrate and oligonucleotide primer.

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