deoxy-4-thiothymidine and 2-thiothymidine

deoxy-4-thiothymidine has been researched along with 2-thiothymidine* in 2 studies

Other Studies

2 other study(ies) available for deoxy-4-thiothymidine and 2-thiothymidine

Article	Year
Enhanced base pairing and replication efficiency of thiothymidines, expanded-size variants of thymidine. Journal of the American Chemical Society, 2006, Jan-18, Volume: 128, Issue:2 Here we test the steric effects of added size on DNA base pairing and replication by the use of thiocarbonyl group replacements for natural nucleoside thymidine. The 2-thioT (2S) and 4-thioT (4S) nucleosides were reported previously, but their pairing specificity and replication fidelity were unknown. We find that 2S pairs with higher specificity than thymidine, and both 2S and 4S nucleoside triphosphates are replicated with higher efficiency than natural dTTP. The results indicate possible biotechnological uses for these analogues and have implications in the ongoing use of thionucleobases in cancer treatment. Topics: Base Pairing; DNA; DNA Polymerase I; DNA Replication; Escherichia coli; Escherichia coli Proteins; Kinetics; Models, Molecular; Nucleic Acid Hybridization; Thymidine	2006
Synthesis and properties of oligonucleotides containing 4-thiothymidine, 5-methyl-2-pyrimidinone-1-beta-D(2'-deoxyriboside) and 2-thiothymidine. Nucleic acids research, 1989, Jul-11, Volume: 17, Issue:13 Methods are given for the synthesis of derivatives of 4-thiothymidine (4ST), 5-methyl-2-pyrimidinone-1-beta-D(2'-deoxyriboside) (4HT) and 2-thiothymidine (2ST) suitable for incorporation into oligodeoxynucleotides by the cyanoethyl phosphoramidite method. 4HT and 2ST are incorporated with no base protection but the sulphur atom in 4ST is protected with an S-sulphenylmethyl (-SCH3) function. This can be removed with dithiothreitol after synthesis. These T analogues have been incorporated into GACGATATCGTC, a self-complementary dodecamer containing the Eco RV recognition site (underlined), in place of the two T residues within this site. Although pure dodecamers are obtained in each case the syntheses are not as efficient as those seen when normal unmodified bases are used mainly due to the chemical reactivity of 4ST, 4HT and 2ST. Some of the chemical properties of oligonucleotides containing these bases (reactivity towards NH3) as well as their physical properties (melting temperatures, U.V., fluorescence and circular dichroism spectra) have been determined and are discussed. Topics: Base Sequence; Indicators and Reagents; Magnetic Resonance Spectroscopy; Oligodeoxyribonucleotides; Spectrometry, Fluorescence; Spectrophotometry, Ultraviolet; Thymidine	1989

Article

Year

Enhanced base pairing and replication efficiency of thiothymidines, expanded-size variants of thymidine.

Journal of the American Chemical Society, 2006, Jan-18, Volume: 128, Issue:2

Here we test the steric effects of added size on DNA base pairing and replication by the use of thiocarbonyl group replacements for natural nucleoside thymidine. The 2-thioT (2S) and 4-thioT (4S) nucleosides were reported previously, but their pairing specificity and replication fidelity were unknown. We find that 2S pairs with higher specificity than thymidine, and both 2S and 4S nucleoside triphosphates are replicated with higher efficiency than natural dTTP. The results indicate possible biotechnological uses for these analogues and have implications in the ongoing use of thionucleobases in cancer treatment.

Topics: Base Pairing; DNA; DNA Polymerase I; DNA Replication; Escherichia coli; Escherichia coli Proteins; Kinetics; Models, Molecular; Nucleic Acid Hybridization; Thymidine

2006

Synthesis and properties of oligonucleotides containing 4-thiothymidine, 5-methyl-2-pyrimidinone-1-beta-D(2'-deoxyriboside) and 2-thiothymidine.

Nucleic acids research, 1989, Jul-11, Volume: 17, Issue:13

Methods are given for the synthesis of derivatives of 4-thiothymidine (4ST), 5-methyl-2-pyrimidinone-1-beta-D(2'-deoxyriboside) (4HT) and 2-thiothymidine (2ST) suitable for incorporation into oligodeoxynucleotides by the cyanoethyl phosphoramidite method. 4HT and 2ST are incorporated with no base protection but the sulphur atom in 4ST is protected with an S-sulphenylmethyl (-SCH3) function. This can be removed with dithiothreitol after synthesis. These T analogues have been incorporated into GACGATATCGTC, a self-complementary dodecamer containing the Eco RV recognition site (underlined), in place of the two T residues within this site. Although pure dodecamers are obtained in each case the syntheses are not as efficient as those seen when normal unmodified bases are used mainly due to the chemical reactivity of 4ST, 4HT and 2ST. Some of the chemical properties of oligonucleotides containing these bases (reactivity towards NH3) as well as their physical properties (melting temperatures, U.V., fluorescence and circular dichroism spectra) have been determined and are discussed.

Topics: Base Sequence; Indicators and Reagents; Magnetic Resonance Spectroscopy; Oligodeoxyribonucleotides; Spectrometry, Fluorescence; Spectrophotometry, Ultraviolet; Thymidine

1989