Efficient synthesis of γ-methyl-capped guanosine 5'-triphosphate as a 5'-terminal unique structure of U6 RNA via a new triphosphate bond formation involving activation of methyl phosphorimidazolidate using ZnCl2 as a catalyst in DMF under anhydrous conditions

Tetrahedron Letters

Volumn 38, Issue 48, 1997, Pages 8359-8362

  Kadokura, Michinori ^a   Wada, Takeshi ^a   Urashima, Chihiro ^a   Sekine, Mitsuo ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

GUANOSINE TRIPHOSPHATE; IMIDAZOLINE DERIVATIVE; PHOSPHORIC ACID DERIVATIVE; RNA; ZINC CHLORIDE;

ARTICLE; BINDING AFFINITY; CATALYST; CHEMICAL ANALYSIS; CHEMICAL REACTION KINETICS; RNA ANALYSIS; STRUCTURE ANALYSIS;

EID: 0030669979     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10263-5     Document Type: Article

References (13)

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3. For example, see den Hartog, J. A. J.; van Boom, J. H. Recl. Trav. Chim. Pays-Bas, 1981, 100, 285-290. Imai, J.; Torrence, P. F. J. Org. Chem. 1981, 46, 4015-4021.
4. For example, see den Hartog, J. A. J.; van Boom, J. H. Recl. Trav. Chim. Pays-Bas, 1981, 100, 285-290. Imai, J.; Torrence, P. F. J. Org. Chem. 1981, 46, 4015-4021.
5. Iwase, R.; Maeda, M.; Fujiwara, T.; Sekine, M.; Hata, T.; Miura, K. Nucleic Acids Res. 1992, 20, 1643-1648 and the references cited therein.
6. Sekine, M.; Kadokura, K.; Satoh, T.; Seio, K.; Wada, T.; Fischer, U.; Sumpter, V.; Lührmann, R. J. Org. Chem. 1996, 61, 4412-4422 and the references cited therein.
7. Wittmann, V.; Wong, C. -H. J. Org. Chem. 1997, 62, 2144-2147. Our preliminary experiments showed that 1H-Tetrazole was ineffective for activation of the phosphorimidazolidate 2c.
8. Sawai, H.; Wakai, H.; Shimizu, M. Tetrahedron Lett. 1991, 32, 6905-6906.
9. Wada, T.; Urashima, C.; Kadokura, M.; Sekine, M. in preparation.
10. 3pppG was calculated based on the real amount of GDP.
11. Izatt, R. Chem. Rev. 1971, 71, 439.
12. Sawai, H.; Shimizu, M.; Wakai, H.; Shinozuka, K. Nucleosides Nucleotides 1992, 11, 773-785.
13. 4 (M+Na)+ 625.9420. Observed for m/z 625.9409.