Title Modified nucleotides as substrates of terminal deoxynucleotidyl transferase /
Authors Tauraitė, Daiva ; Jakubovska, Jevgenija ; Dabužinskaitė, Julija ; Bratčikov, Maksim ; Meškys, Rolandas
DOI 10.3390/molecules22040672
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Is Part of Molecules.. Basel : MDPIAG. 2017, Vol. 22, no 4, Art. no 672, Art. no 672p. 1-16.. ISSN 1420-3049
Keywords [eng] terminal deoxynucleotidyl transferase ; N-4-amino-2 '-deoxycytidine triphosphate ; 4-thio-2 '-deoxyuridine triphosphate ; 4-bromo-2-pyridone ; 4-chloro-2-pyridone ; UV cross-linking
Abstract [eng] The synthesis of novel modified nucleotides and their incorporation into DNA sequences opens many possibilities to change the chemical properties of oligonucleotides (ONs), and, therefore, broaden the field of practical applications of modified DNA. The chemical synthesis of nucleotide derivatives, including ones bearing thio-, hydrazino-, cyano- and carboxy groups as well as 2-pyridone nucleobase-containing nucleotides was carried out. The prepared compounds were tested as substrates of terminal deoxynucleotidyl transferase (TdT). The nucleotides containing N-4-aminocytosine, 4-thiouracil as well as 2-pyridone, 4-chloro- and 4-bromo-2-pyridone as a nucleobase were accepted by TdT, thus allowing enzymatic synthesis of 3'-terminally modified ONs. The successful UV-induced cross-linking of 4-thiouracil-containing ONs to TdT was carried out. Enzymatic post-synthetic 3'-modification of ONs with various photo-and chemically-reactive groups opens novel possibilities for future applications, especially in analysis of the mechanisms of polymerases and the development of photo-labels, sensors, and self-assembling structures.
Published Basel : MDPIAG
Type Journal article
Language English
Publication date 2017