Pfizer Handbook of Microbial Metabolites 66 



Lester J. Reed, Quentin F. Soper, Geo. H. F. Schnakenberg, 

 Stanley F. Kern, Harold Boaz and I. C. Gunsalus, /. Am. Chem. 

 Soc. 74 2383 (1952); Lester J. Reed, I. C. Gunsalus, G. H. F. 

 Schnakenberg, Quentin F. Soper, Harold E. Boaz, Stanley F. 

 Kern and Thomas V. Parke, ibid. 75 1267 (1953). (Isolation) 



Edward Walton, Arthur F. Wagner, Louis H. Peterson, Fred- 

 erick W. Holly and Karl Folkers, ibid. 76 4748 (1954); Edward 

 Walton, Arthur F. Wagner, Frank W. Bachelor, Louis H. 

 Peterson, Frederick W. Holly and Karl Folkers, ibid. 77 5144 

 (1955). (Synthesis) 



100 2-Decene-l,10-dioic Acid, CioHigO^, colorless crystals, m.p. 172°, 



HOOC— CH=CH— (CH..)6— COOH 



Penicillium notatum 



Donald J. Cram and Max Tishler, /. Am. Chem.. Soc. 70 

 4238 (1948). (Isolation) 



101 10-Undecynoic Acid, CnHigOs, colorless crystals, m.p. 39°. 



HC=C— (CHoJs— COOH 



Rhodotorula glutinis var. lusitanica 



Undecenoic acid was isolated from the same culture. 



Nagueira Prista, Anais. fac. farm. Porto 14 19 (1954). 



102 10-Undecenoic Acid (10-Undecylenic Acid), Ci,Hj„0^., colorless 



crystals, m.p. 24°, n,,'-* 1.4464. 



CH2=CH(CHo)8COOH 



Rhodotorula glutinis var. lusitanica 



Nogueira Prista, Anais. fac. farm. Porto 14 19 (1954). 



103 Myristic Acid, Ci4HoyOj, colorless soft leaflets, m.p. 54°. 



CH3{CH,),oCOOH 

 Widely distributed, especially as its triglyceride. 



104 D-^-Hydroxymyristic Acid, C14H2SO.S, colorless crystals, m.p. 73°, 



[a]u'' -16° (c 2.0 in chloroform). 



CH,3{CH>),oCHCH,COOH 



OH 



Escherichia coli 



Obtained together with lauric, myristic and palmitic 

 acids from an acid hydrolysate of the phospholipide frac- 

 tion. 



