Effective Synthesis of Fluorescently Labeled Morpholino Nucleoside Triphosphate Derivatives
作者： Yuliya V. Tarasenko , Tatyana V. Abramova , Viktor I. Mamatuk , Vladimir N. Silnikov
DOI: 10.1080/15257770.2015.1114125
关键词: Fluorescent labelling 、 Biochemistry 、 Morpholine 、 Nucleoside 、 Mass spectrometry 、 DNA sequencing 、 Nucleoside triphosphate 、 Morpholino 、 Residue (chemistry) 、 Chemistry
摘要: Morpholino nucleoside triphosphates (A, U, G, C, T) bearing the active functional amino group tethered to morpholine residue and their fluorescently labeled derivatives were synthesized. All compounds characterized by (1)H, (13)C, (31)P NMR, mass spectrometry. A possibility of using morpholino as chain terminators in DNA sequencing is discussed.
sci-hub.se 参考文章(28)
J Ludwig, A new route to nucleoside 5'-triphosphates. Acta biochimica et biophysica Academiae Scientiarum Hungaricae. ,vol. 16, pp. 131- 133 ,(1981)
Bappaditya Nandi, Sankha Pattanayak, Sibasish Paul, Surajit Sinha, Synthesis of Nucleobase‐Functionalized Morpholino‐Modified Nucleoside Monomers Through Palladium‐Catalyzed Cross‐Coupling Reactions European Journal of Organic Chemistry. ,vol. 2013, pp. 1271- 1286 ,(2013) , 10.1002/EJOC.201201384
Dwight D. Weller, James E. Summerton, Uncharged morpholino-based polymers having achiral intersubunit linkages ,(1990)
Lloyd M. Smith, Jane Z. Sanders, Robert J. Kaiser, Peter Hughes, Chris Dodd, Charles R. Connell, Cheryl Heiner, Stephen B. H. Kent, Leroy E. Hood, Fluorescence detection in automated DNA sequence analysis Nature. ,vol. 321, pp. 674- 679 ,(1986) , 10.1038/321674A0
Florence Marciacq, Sylvie Sauvaigo, Jean-Paul Issartel, Jean-François Mouret, Didier Molko, Synthesis and enzymatic incorporation of morpholino thymidine-5′-triphosphate in DNA fragments Tetrahedron Letters. ,vol. 40, pp. 4673- 4676 ,(1999) , 10.1016/S0040-4039(99)00842-4
BB Rosenblum, LG Lee, SL Spurgeon, SH Khan, SM Menchen, CR Heiner, SM Chen, New dye-labeled terminators for improved DNA sequencing patterns Nucleic Acids Research. ,vol. 25, pp. 4500- 4504 ,(1997) , 10.1093/NAR/25.22.4500
A. M. Maxam, W. Gilbert, A new method for sequencing DNA Proceedings of the National Academy of Sciences of the United States of America. ,vol. 74, pp. 560- 564 ,(1977) , 10.1073/PNAS.74.2.560
Yu. V. Tarasenko, C. V. Vasilyeva, T. V. Abramova, V. N. Silnikov, Efficient method for the synthesis of dideoxyuridine-5′-triphosphate fluorescent derivative Russian Chemical Bulletin. ,vol. 61, pp. 416- 421 ,(2012) , 10.1007/S11172-012-0059-9
Janos Ludwig, Fritz Eckstein, Rapid and efficient synthesis of nucleoside 5'-0-(1-thiotriphosphates), 5'-triphosphates and 2',3'-cyclophosphorothioates using 2-chloro-4H-1,3,2-benzodioxaphosphorin-4-one The Journal of Organic Chemistry. ,vol. 54, pp. 631- 635 ,(1989) , 10.1021/JO00264A024
J. Ju, C. Ruan, C. W. Fuller, A. N. Glazer, R. A. Mathies, Fluorescence energy transfer dye-labeled primers for DNA sequencing and analysis Proceedings of the National Academy of Sciences of the United States of America. ,vol. 92, pp. 4347- 4351 ,(1995) , 10.1073/PNAS.92.10.4347