Literature DB >> 2587250

Synthesis of N2, N2, 7-trimethylguanosine cap derivatives.

R Iwase1, M Sekine, Y Tokumoto, Y Ohshima, T Hata.   

Abstract

Several derivatives of N2,N2-7-trimethylguanosine (m3(2,2,7G)-cap, which was found at the 5' ends of small nuclear RNAs, were synthesized by use of S-phenyl N2,N2,7-trimethylguanosine 5'-phosphorothioate (PhSpm3(2,2,7)G) as a key intermediate. This compound was activated by iodine in the presence of phosphoric acid and diphosphoric acid to give N2,N2,7-trimethylguanosine-5'-diphosphate (ppm3(2,2,7)G) and 5'-triphosphate (ppm3(2,2,7)G), respectively. Similar reactions of PhSpm3(2,2,7)G with ADP and GDP gave capped dinucleoside triphosphates, m3(2,2,7)G5'pppA and m3(2,2,7)G5'pppG, respectively.

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Year:  1989        PMID: 2587250      PMCID: PMC335107          DOI: 10.1093/nar/17.22.8979

Source DB:  PubMed          Journal:  Nucleic Acids Res        ISSN: 0305-1048            Impact factor:   16.971


  5 in total

1.  Chemical synthesis of the 5'-terminal part bearing cap structure of messenger RNA of cytoplasmic polyhedrosis virus (CPV): m7G5'pppAmpG and m7G5'pppAmpGpU.

Authors:  K Yamaguchi; I Nakagawa; M Sekine; T Hata; K Shimotohno; M Hiruta; K Miura
Journal:  Nucleic Acids Res       Date:  1984-03-26       Impact factor: 16.971

2.  Beta-globin mRNAs capped with m7G, m2.7(2)G or m2.2.7(3)G differ in intrinsic translation efficiency.

Authors:  E Darzynkiewicz; J Stepinski; I Ekiel; Y Jin; D Haber; T Sijuwade; S M Tahara
Journal:  Nucleic Acids Res       Date:  1988-09-26       Impact factor: 16.971

3.  Trans-spliced leader RNA exists as small nuclear ribonucleoprotein particles in Caenorhabditis elegans.

Authors:  K Van Doren; D Hirsh
Journal:  Nature       Date:  1988-10-06       Impact factor: 49.962

4.  The C. elegans trans-spliced leader RNA is bound to Sm and has a trimethylguanosine cap.

Authors:  J D Thomas; R C Conrad; T Blumenthal
Journal:  Cell       Date:  1988-08-12       Impact factor: 41.582

5.  Purine nucleosides. 8. The synthesis of 2-fluoro- and 2-chloroinosine and certain derived purine nucleosides.

Authors:  J F Gerster; R K Robins
Journal:  J Org Chem       Date:  1966-10       Impact factor: 4.354

  5 in total
  2 in total

1.  Snurportin1, an m3G-cap-specific nuclear import receptor with a novel domain structure.

Authors:  J Huber; U Cronshagen; M Kadokura; C Marshallsay; T Wada; M Sekine; R Lührmann
Journal:  EMBO J       Date:  1998-07-15       Impact factor: 11.598

Review 2.  Recent Advances in Modified Cap Analogs: Synthesis, Biochemical Properties, and mRNA Based Vaccines.

Authors:  Muthian Shanmugasundaram; Annamalai Senthilvelan; Anilkumar R Kore
Journal:  Chem Rec       Date:  2022-04-14       Impact factor: 6.935

  2 in total

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