83 



Tetronic Acids and Other Lactones and Lactams 



MO y-Methyltetronic Acid, Cr.HfiOg, colorless crystals, m.p. 115°, 



[a].-.«, -21° (c 0.526 in water). 

 HO 



CH3 



^o-^X 



Penicillium charlesii G. Smith, P. felliitamnn 



The yield of this and the following tetronic acids from 

 P. charlesii totaled l^% of the glucose consumed. 



Percival Walter Clutterbuck, Harold Raistrick and Fritz 

 Reutter, Biochem. J. 29 1300 (1935). 



V. C. Vora, /. Set. Ind. Research (India) 13B 504 (1954). 



141 3-Carboxy-2,4-pentadienal Lactol (PA-147), CgHeOg, viscous oil 

 which polymerizes on standing at room temperature, [oi]n 

 ±2° (c2in CHCI3). 



CH=CH2 



CH=CH2 



HC— =C 



C C 



O HO O 



HO O 



Streptomyces sp. 



Hans Els, B. A. Sobin and W. D. Celmer, /. Am. Chem. 

 Soc. 80 878 (1958). 



142 Zymonic Acid, CgHeO.-, isolated as the stable methyl ester, b.p. 

 118-123° (1 mm.), n,r" 1.4640. 



HO— C= 

 HOOC— HC 



<— CH3 



I 



c=o 



Trichosporon capitatum, Hansenula subpelliculosa, 

 Kloeckera brevis, Sporobolomyces salmonicolor, Crypto- 

 coccus laurentii, Debaryomyces hansenii, Nematospora 

 coryli, Torula mellis 



