RNA - Ligand Interactions, Part A: Structural Biology by John N. Abelson, Melvin I. Simon, Daniel W. Celander

By John N. Abelson, Melvin I. Simon, Daniel W. Celander

The looks of one other quantity in that first-class sequence, equipment in Enzymology, is often a reason for appreciation should you desire to effectively perform a selected method or arrange an enzyme or metabolic intermediate with no the tiresome prospect of looking through surprising literature and maybe opting for an unproven process which isn't simply reproduced.

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Extra info for RNA - Ligand Interactions, Part A: Structural Biology Methods

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L "N" B HO OH BzO OgZ vi ~ 32 R = H 33 R= AC I~N~ DMTO. o O CEO-P,~ 31 si=tert-Butyldimethylsilyl DMT = 4,4'- Dirnet hoxyt rityl 28 NHAc 0 VO'~ iii vi ~ CE = I~-Cyanoethyl 1 NHAc "iiii t / " ~ h% iV DMTO_ ~ r . ~ CEO-P~ 35 36 FIG. 5. Preparation of 6-metbyuridine and 6-methyl-cytidine derivative suitable for oligonucleotide synthesis. c) 4,4'-dimethoxytrityl chloride, pyridine. Conversion of protected 6-methyluridine into the corresponding cytidine derivative (32) is achieved through the C-4 triazolide intermediate being displaced by NHaOH by the procedure originally developed by Sung 29 and Divakar and Reese.

Lukevicsand A. "Ellis Horwood, 1991. 20H. Piseheland G. Wagner,Arch. Pharm. (Weinheim) 3~, 602 (1967). ,,~ l= BzO OBz 1 RO. vi iv ~DMTO'~ ~, I'~+ 3''OSi is°mer HO OSi 26 OSi = BzO OBz ~N~ HO OH iii 24 R = H ( 25 R=DMT si =tert-Butyldimethylsityl /O DMT 4,4'-Dimethoxytrityl CEO--P~ O 26a DMTO~ ". xO "~Nx-~ 27 FIG. 4. Preparation of 1-(/3-D-ribofuranosyl)-pyridine-2(4)-one derivatives suitable for oligonucleotide synthesis. ) Reagents: (i) 2-(or 4-) Hydroxypyridine, N,O-bis (trimethylsilyl)acetamide, trimethylsilyl trifluoromethanesulfonate; (ii) sodium methoxide, methanol, Dowex 50 (Py+); (iii) 4,4'-dimethoxytrityl chloride, pyridine, 4-(dimethyamino)pyridine; (iv) silver nitrate, tert-butyl dimethylsilyl chloride, tetrahydrofuran/pyridine; (v) 3% triethylamine in methanol; (vi) 2-cyanoethyl-N,N-diisopropylchlorophosphoramidite, N-methylimidazole, N,N-diisopropylethylamine.

Sloan Foundation and the National Institutes of Health (GM-53757). We would also like to thank Dr. JoAnne Stubbe, Dr. Kaj Frank Jensen, Dr. Charles L. , and Dr. Howard Zalkin for providing plasmids and overexpressing strains. [31 BASE-MODIFIED ANALOGS OF RIBONUCLEOSIDES 39 [3] Base-Modified Phosphoramidite Analogs of Pyrimidine Ribonucleosides for RNA Structure-Activity Studies By L E O N I D BEIGELMAN, JASENKA M A T U L I C - A D A M I C , A L E X A N D E R KARPEISKY, P E T E R H A E B E R L I , and D A V I D SWEEDLER Introduction This chapter describes the design, synthesis, and utilization of some base-modified analogs of natural ribonucleosides originally developed in our laboratory for structure-activity studies of the hammerhead ribozyme.

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