Synthesis of Leishmania Cap-4 Intermediates, Cap-2 and Cap-3

REFERENCES

• Bangs , J. D. , Crain , P. F. , Hashizume , T. , McCloskey , J. A. and Boothroyd , J. C. 1992 . Mass spectrometry of mRNA cap-4 from Trypanosomatids reveals two novel nucleosides . J. Biol. Chem. , 267 : 9805 – 9815 .
   PubMed Web of Science ®Google Scholar
• Lewdorowicz , M. , Yoffe , Y. , Zuberek , J. , Jemielity , J. , Stepinski , J. , Kierzek , R. , Stolarski , R. , Shapira , M. and Darzynkiewicz , E. 2004 . Chemical synthesis and binding activity of the trypanosomatid cap-4 structure . RNA , 10 : 1469 – 1478 .
   PubMed Web of Science ®Google Scholar
• Yoffe , Y. , Zuberek , J. , Lewdorowicz , M. , Zeira , Z. , Keasar , Ch. , Orr-Dahan , I. , Jankowska-Anyszka , M. , Stepinski , J. , Darzynkiewicz , E. and Shapira , M. 2004 . Cap-binding activity of an eIF4E homolog from Leishmania . RNA , 10 : 1764 – 1775 .
   PubMed Web of Science ®Google Scholar
• Stepinski , J. , Waddell , C. , Stolarski , R. , Darzynkiewicz , E. and Rhoads , R. E. 2001 . Synthesis and properties of mRNAs containing the novel ‘anti-reverse’ cap analogs 7-methyl-(3′-O-methyl)GpppG and 7-methyl-(3′-deoxy)GpppG . RNA , 7 : 1486 – 1495 .
   PubMed Web of Science ®Google Scholar
• Efimov , V. A. , Reverdatto , S. V. and Chakhmakhcheva , O. G. 1982 . New effective method for the synthesis of oligonucleotides via phosphotriester intermediates . Nucleic Acids Res. , 21 : 6675 – 6694 .
   Google Scholar
• Beaucage , S. L. and Caruthers , M. H. 1981 . Deoxynucleotide phosphoramidites—A new class of key intermediates for deoxypolynucleotide synthesis . Tetrahedron Lett. , 22 : 1859 – 1862 .
   Web of Science ®Google Scholar
• Sproat , B. S. and Lamond , A. I. 1991 . Oligonucleotides and Analogues , Edited by: Eckstein , F. 49 – 86 . New York : Oxford University Press .
   Google Scholar
• Dhalia , R. , Reis , C. R.S. , Freire , E. R. , Rocha , P. O. , Katz , R. , Muniz , J. R.C. , Standart , N. and Neto , O. P.D. 2005 . Translation initiation in Leishmania major: Characterisation of multiple eIF4 F subunit homologues . Mol. Biochem. Parasitol. , 140 : 23 – 41 .
   PubMed Web of Science ®Google Scholar
• Yoffe , Y. , Zuberek , J. , Lerer , A. , Lewdorowicz , M. , Stepinski , J. , Altmann , M. , Darzynkiewicz , E. and Shapira , M. 2006 . Binding specificities and potential roles of isoforms of eukaryotic initiation factor 4E in Leishmania. . Eukaryot. Cell , 5 : 5370 – 5379 .
   Google Scholar
• Niedzwiecka , A. , Marcotrigiano , J. , Stepinski , J. , Jankowska-Anyszka , M. , Wyslouch-Cieszynska , A. , Dadlez , M. , Gingras , A. C. , Mak , P. , Darzynkiewicz , E. , Sonenberg , N. , Burley , S. K. and Stolarski , R. 2002 . Biophysical studies of eIF4E cap-binding protein: Recognition of mRNA 5′ cap structure and synthetic fragments of eIF4G and 4E-BP1 proteins . J. Mol. Biol. , 319 : 615 – 635 .
   PubMed Web of Science ®Google Scholar
• Robins , M. J. , Naik , S. R. and Lee , A. S.K. 1974 . Nucleic acid related compounds. 12. Facile and high yields stannous chloride catalyzed monomethylation of the cis glycol system of nucleotides by diazomethane . J. Org. Chem. , 39 : 1891 – 1899 .
   PubMed Web of Science ®Google Scholar