Pfizer Handbook of Microbial Metabolites 84 



Frank H. Stodola, Odette L. Shotwell and Lewis B. Lock- 

 wood, /. Am. Chem. Soc. 74 5415 (1952). 



Frank H. Stodola, "Chemical Transformations of Micro- 

 organisms," Squibb Lectures on Chemistry of Microbial Prod- 

 ucts, John Wiley and Sons, New York, N. Y., 1958, pp. 97- 

 102. 



143 Ascorbic Acid (Vitamin C), CgHsOo, colorless crystals, m.p. 

 190-192°, [a]ir' +48° (c 1 in methanol). 



HO— C C— OH 



I I 



CH,— CH— CH C=0 



OH OH \^/ 



Serratia marcescens (on xylose), Aspergillus niger 



(Up to 140 mg. per liter yields have been reported from 

 A. niger.) 



M. Geiger-Huber and H. Galli, Helv. Chim. Acta 28 248 

 (1945). 



Adelheid Galh, Ber. schweiz. botan. Ges. 56 113 (1946). 



J. M. Van Lanen and F. W. Tanner, Jr., Vitamins arid Hor- 

 mones 6 163 (1948). 



144 Penicillic Acid, CSH10O4, colorless crystals, m.p. 87° (anhy- 

 drous), 64° (hydrate). 



CH3 CH3OV CH3 



C 



CH 





C— C— C=CH— COOH 



HO CH2 OCH3 



Penicillium cyclopium Westling, P. piiberidum Bainier, 

 P. thomii, P. baarnense, Aspergillus ochraceus 



John H. Birkinshaw, Albert E. Oxford and Harold Raistrick, 

 Biochem. J. 30 394 (1936). (Structure) 



O. F. Black and C. L. Alsberg, 17. S. Dept. Agr., Bur. Plant 

 Ind. Bull. No. 199 (1910); Carl L. Alsberg and Otis F. Black, 

 Bur. Plant Ind. Bull. No. 270 (1913). (Isolation) 



R. A. Raphael, J. Chem. Sac, 805 (1947). (Synthesis of 

 dihydropenicillic acid ) 



E. O. Karow, H. B. Woodruff and J. W. Foster, Arch. 

 Biochem. 5 279 (1944). (Isolations) 



