49 



Aliphatic Acids and Glycolipides 



The origin of certain other acids can be deduced; for example, 

 itaconic acid by decarboxlration of aconitic, oxalic acid by 

 oxidation of glyoxyUc and epoxysuccinic by oxidation of fu- 

 maric. 



CH— COOH CH2 



II — CO2 II 



C— COOH >C— COOH 



CH2— COOH 

 Aconitic Acid 



CHo— COOH 

 Itaconic Acid 



OHC— COOH 

 Glyoxylic Acid 



[O] 



HOOC H 



\ / 

 C=C 



/ \ 



H COOH 



Fumaric Acid 



-* HOOC— COOH 

 Oxalic Acid 



[O] 



HOOC 



H 



.U 



H '^' COOH 

 frans-Epoxysuccinic Acid 



Certain higher fungi and some molds produce acids such as 

 caperatic, agaricic, rangiformic, mineoluteic, roccellic, and 

 spiculisporic, which appear to be essentially aldol condensation 

 products of various keto acids of the citric acid cycle with long 

 chain fatty acids. 



CH3(CH2),3— CH— COOH 



HO— C— COOH 



CH2— COOH 

 Caperatic Acid 

 (one ccrboxyl group a 

 methyl ester) 



CH3(CH2)i3— CH— COOH 

 I 

 CH— COOH 



I 



CH2— COOH 



Rangiformic Acid 

 (one carboxyl group a 

 methyl ester) 



CH3{CH2)i5— CH— COOH 



I 

 HO— C— COOH 



CH2— COOH 

 Agaricic Acid 



CH3(CH2)9— CH C=0 



HOOC— C— OH \ 



I \ 

 CH O 



COOH 



Minioluteic Acid 



