188 J. BADDILEY 



III. Addendum 



Introduction 



Bacteriophage nucleic acid yields 5-hydroxymethylcytosine on hydroly- 

 sis.^^^ Cytosine is not present. 



Miscellaneous Nucleosides 



"Active methionine" has been synthesized from 5'-deoxy-5'-methyl- 

 thioadenosine and 2-amino-4-bromobutyric acid, BrCH2-CH2-CH- 

 (NH2) •C02H.2^* 5'-Deoxy-5'-ethylthioadenosine accumulates in yeast 

 which has been grown in the presence of ethionine."^ 



A synthesis of cordycepose has been reported .2*" Spongothymidine has 

 been shown to consume 1 mol. of periodate without yielding formic acid. 

 The pentose liberated upon hydrolysis is believed to be D-xylose ;2*^ see, 

 however, Ref. 115a. 



Vicine has been shown to be a glucoside of 2,4-diamino-5,6-dihydroxy- 

 pyrimidine. The D-glucopyranosyl residue is probably involved in glycosidic 

 linkage with the hydroxyl group at position 5.-^^ 



A syntheis of 3-aminoribose, identical with that from puromycin, has 

 been reported.-*^ 



A nucleoside, nebularine, occurs in the mushroom Agaricus (Clitocyhe) 

 nebularis}^'' On hydrolysis it yields ribose and purine.^^^ Its identity with 

 9-/3-D-ribofuranosylpurine has been shown by two syntheses.^^® 



Nucleotides 



The structure of the adenylic acids has also been established through an 

 unambiguous synthesis of adenosine-2 '-phosphate. ^^^ Partial acetylation of 

 5'-acetyladenosine yielded only one diacetyladenosine. This was converted 

 into its monobenzyl phosphite and hence into a diacetyladenosine phos- 

 phate. Gentle alkaline hydrolysis removed both acetyl groups, yielding 



2" G. R. Wyatt and S. S. Cohen, Biochem. J. 55, 774 (1953). 



^'^^ J. Baddiley and G. A. Jamieson, Chemistry & Industry 1954, 375. 



2" F. Schlenk and J. A. Tillotson, J. Biol. Chem. 206, 687 (1954). 



280 R. A. Raphael and C. M. Roxburgh, Chemistry & Industry 1953, 1034. 



2" K. Sato, J. Biochem. (Japan) 40, 273 (1953). 



282 A. Bendich and G. C. Clements, Biochim.et Biophys. Acta 12, 462 (1953). 



283 B. R. Baker and R. E. Schaub, /. Am. Chem. Soc. 75, 3864 (1953). 



28'' L. Ehrenberg, H. Hedstrom, N. Lofgren, and B. Takman, Svensk Kem. Tidskr. 58, 



269 (1946). 

 286 N. Lofgren and B. Luning, Ada Chem. Scand. 7, 225 (1953). 



286 G. B. Brown and V. S. Weliky, /. Biol. Chem. 204, 1019 (1953). 



287 D. M. Brown, G. D. Fasman, D. I. Magrath, A. R. Todd, W. Cochran, and M. M. 

 Woolfson, Nature 172, 1184 (1953). 



