CHAPTER 4 



Chemistry of Nucleosides and Nucleotides* 

 J. BADDILEY 



Vagc 

 1. Nucleosides ]3S 



1. Introduction 13S 



2. Structure of Nucleosides 140 



a. The Nature of the Bases 140 



b. Carbohj'drate Components 140 



c. Nucleoside Conversions 142 



d. Position of the Glj'cosidic Linkage 143 



e. The Ring Structure of the Carbohj'drates 144 



f. Configuration of the Glycosidic Linkage 148 



3. Synthesis of Nucleosides 149 



a. Purine Nucleosides 149 



b. Pyrimidine Nucleosides . 155 



4. General Properties of Nucleosides 157 



5. Miscellaneous Nucleosides 157 



a. Adenine Thiomethyl Peutoside . 157 



b. Crotonoside 158 



c. Uric Acid Riboside 159 



d. Cordj'cepin 159 



e. Spongothj'midine 159 



f. Orotidine 159 



g. Vicine 159 



h. Puromycin 160 



II. Nucleotides 160 



1. Introduction 160 



2. Structure of Nucleotides 162 



a. Inosine-5'-phosphate 162 



b. Adenosine-5'-phosphate . 163 



c. Guanosine-5'-phosphate . 164 



d. Cytidine-5'-phosphate 164 



e. Uridine-5'-phosphate 165 



f. Adenylic Acids a and h 165 



g. Guanylic Acids a and h ■ 167 



h. Cytidylic Acids a and b 169 



i. Uridylic Acids a and h 170 



j. Cj'clic Phosphates 170 



* The author has preferred not to follow, in the graphical presentation of struc- 

 tures, the style used by Chemical Abstracts — [The Editoks]. 



137 



