8 



Alicyclic Compounds Other Than 

 Terpenoids and Steroids 



This section contains non-terpenoid, non-steroid alicyclics of 

 diverse biosynthetic origin. Many of these, especially the strep- 

 tomycete products, were antibiotic isolates. 



Included here are some of the intermediates in the biosyn- 

 thetic route from carbohydrates to aromatic amino acids and to 

 certain other aromatic compounds. Part of this sequence, 

 worked out largely by Tatum, Davis, Sprinson and collabora- 

 tors,^' -' ^ is reproduced below in brief outline only since it has 

 been widely reviewed and publicized. (P indicates phosphoryla- 

 tion ) : 



CHoOP 



I 



c=o 



HO— C— H 



H— C— OH 



H— C— OH 



H— C— OH 



CH2OP 



Sedoheptulose 

 1, /-Diphosphate 



COOH 



I 



C— O— P 



CH. 



Phosphoenol- 

 pyruvic Acid 



+ 

 HC=0 



HC—OH 



HC -OH 



CH2— O— P 



Erythrose 

 Phosphate 



COOH 



c=o 



CH.2 

 HO— C— H 

 H— C— OH 

 H— C—OH 



CH2-O— P 



2-Keto-3-deoxy- 



D-araboheptonic 



Acid 



^ Bernard D. Davis, Inlermediates in ammo acid biosynthesis. Ad- 

 vances in Enzymology 16 247-312 (1955). (A review) 



^ Alton Meister, "Biochemistry of the Amino Acids," Academic 

 Press, Inc., New York, 1957, pp. 346-349. 



■'' P. Pi. Srinivasan, Masayuki Katagiri and David B. Sprinson, 

 }. Biol. Chem. 2.'M 713 (1959); P. R. Srinivasan and David B. Sprin- 

 son, ibid. 234 716 (1959). 



