Synthesis and enzymatic incorporation of morpholino thymidine-5'- triphosphate in DNA fragments

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Abstract

4-(carboxymethyl)-2-(thymidin-9-yl)-6-(hydroxymethyl)morpholine-6- triphosphate (morpholino thymidine-5'-triphosphate) was synthesised from 1- (β-D-erythro-pentofuranosyl) thymine. It was fully characterised by NMR, UV and mass spectrometry. Taq polymerase enzymatic incorporation of this nucleotide analogue into DNA fragments was investigated Morpholino thymidine- 5'-triphosphate was incorporated in a base-specific process and acted as a novel chain terminator in DNA sequencing, similarly to the corresponding dideoxynucleotide.

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Marciacq, F., Sauvaigo, S., Issartel, J. P., Mouret, J. F., & Molko, D. (1999). Synthesis and enzymatic incorporation of morpholino thymidine-5’- triphosphate in DNA fragments. Tetrahedron Letters, 40(25), 4673–4676. https://doi.org/10.1016/S0040-4039(99)00842-4

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