CHEMICAL CONSTITUTION 



SLR Factor (Rhizopterine) 



On treatment with alkali, rhizopterine yielded aporhizopterine, 

 Ci4HioN603Na2,^ subsequently shown to be identical with pteroic 

 acid/^^ since it liberated j^-aminobenzoic acid on pyrolysis or hydrolysis, 

 gave guanidine on oxidation and a dihydroxypteridine on treatment 

 with nitrous acid. The other substance produced on hydrolysis was 

 identified as formic acid. Rhizopterine is therefore formyl-pteroic 

 acid with the structure : 



i !! 



OH 



-CHo . n/~" >C00H 

 CHO 



This structiue was confirmed by treating synthetic pteroic acid with 

 formic acid, when a substance identical with rhizopterine was obtained. 



References to Section 3 



1. R. B. Angier, J. H. Boothe, B. L. Hutchings, J. H. Mowat, J. 



Semb, E. L. R. Stokstad, Y. SubbaRow, C. W. Waller, D. B. 

 Cosulich, M. J. Fahrenbach, M. E. Hultquist, E. Kuh, E. H. 

 Northey, D. R. Seeger, J. P. Sickels and J. M. Smith, Science, 

 1946, 103, 667. 



2. E. L. R. Stokstad, B. L. Hutchings, J. H. Mowat, J. H. Boothe, 



C. W. Waller, R. B. Angier, J. Semb and Y. SubbaRow, Ann. 

 N.Y. Acad. Sci., 1946, 48, 269 ; /. Amer. Chem. Soc, 1948, 70, 5. 



3. J. H. Mowat, J. H. Boothe, B. L. Hutchings, E. L. R. Stokstad, 



C. W. Waller, R. B. Angier, J. Semb, D. B. Cosulich and Y. 

 SubbaRow, Ann. N.Y. Acad. Sci., 1946, 48, 279; /. Amer. 

 Chem. Soc, 1948, 70, 14. 



4. B. L. Hutchings, E. L. R. Stokstad, J. H. Mowat, J. H. Boothe, 



C. W. Waller, R. B. Angier, J. Semb and Y. SubbaRow, ibid., 10. 



5. R. Purrmann, Annalen, 1941, 548, 284. 



6. J. Weijlard, M. Tishler and A. E. Erickson, /. Amer. Chem. Soc, 



1945, 67, 802. 



7. J. H. Mowat, B. L. Hutchings, R. B. Angier, E. L. R. Stokstad. 



J. H. Boothe, C. W. Waller, J. Semb and Y. SubbaRow, ibid., 

 1948, 70, 1096. 



8. J. H. Boothe, J. H. Mowat, B. L. Hutchings, R. B. Angier, C. W. 



Waller, E. L. R. Stokstad, J. Semb, A. L. Gazzola and Y. 

 SubbaRow, ibid., 1099. 



9. E. L. Rickes, N. R. Trenner, J. B. Conn and J. C. Keresztesy, 



ibid., 1947, 69, 2751. 

 10. D. E. Wolf, R. C. Anderson, E. A. Kaczka, S. A. Harris, G. E. 

 Arth, P. L. Southwick, R. Mozingo and K. Folkers, ibid., 2753. 



473 



