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SYNTHESIS OF 3'-O-(OMEGA-AMINOALKOXYMETHYL)THYMIDINE 5'-TRIPHOSPHATES, TERMINATORS OF DNA-SYNTHESIS THAT ENABLE 3'-LABELING
Tekijät: HOVINEN J, AZHAYEVA E, AZHAYEV A, GUZAEV A, LONNBERG H
Kustantaja: ROYAL SOC CHEMISTRY
Julkaisuvuosi: 1994
Lehti:: Journal of the Chemical Society. Perkin transactions 1
Tietokannassa oleva lehden nimi: JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
Lehden akronyymi: J CHEM SOC PERK T 1
Numero: 2
Aloitussivu: 211
Lopetussivu: 217
Sivujen määrä: 7
ISSN: 0300-922X
DOI: https://doi.org/10.1039/p19940000211
Tiivistelmä
Treatment of 5'-O-benzoylthymidine 1 with a mixture of acetic anhydride. acetic acid and dimethyl sulfoxide yielded 5'-O-benzoyl-3'-O-methylthiomethylthymidine 2, which was converted via the 3'-O-bromomethyl derivative into 3'-O-(omega-aminoalkoxymethyl)thymidines 7 bearing a 6, 8 or 10 methylene groups long hydrocarbon chain, and finally to their 5'-triphosphates 10. The latter compounds were shown to be terminators of DNA synthesis catalysed by thermostable Tet/z DNA-polymerase, and may be labelled at the aliphatic amino group with fluorescent probes.
Treatment of 5'-O-benzoylthymidine 1 with a mixture of acetic anhydride. acetic acid and dimethyl sulfoxide yielded 5'-O-benzoyl-3'-O-methylthiomethylthymidine 2, which was converted via the 3'-O-bromomethyl derivative into 3'-O-(omega-aminoalkoxymethyl)thymidines 7 bearing a 6, 8 or 10 methylene groups long hydrocarbon chain, and finally to their 5'-triphosphates 10. The latter compounds were shown to be terminators of DNA synthesis catalysed by thermostable Tet/z DNA-polymerase, and may be labelled at the aliphatic amino group with fluorescent probes.
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