Pfizer Handbook of Microbial Metabolites 664 



D-Araboascorbic acid is produced by Penicillium de- 

 cumbens, P. chrysogenum mutant fulvescens, P. notatum, 

 P. meleagrinum and P. cyaneofulvum growing on sucrose, 

 glucose or D-gluconate." 



3. Aliphatic Acids and Glycolipides 



The name mycoside has been suggested to designate a 

 type-specific glycolipide of mycobacterial origin. To 

 clarify nomenclature it was proposed that Ca from photo- 

 chromogenic strains be called mycoside A, Gr from bovine 

 strains, mycoside B, and J.u from avian strains mycoside 

 C. Some properties are listed :^* 

 Mycoside A: 



Nearly colorless solid, m.p. 105°, [ajn"" — 37° (in 

 chloroform). Anal: C 72.2, H 11.3, -OCH, 8.6, N 0.0, 

 P 0.0. U.V. maxima at 222, 274, 278 m^ (in hexane). 

 Contains 2-0-methylfucose, 2-O-methylrhamnose and 2,4- 

 di-0-methylrhamnose. The lipide part is a mycocerosate 

 of an aromatic alcohol. 

 Mycoside B: 



Colorless wax, m.p. 25°, [a]i.-° — 22° (in chloroform). 

 Anal: C 76.6, H 12.0, -OCH3 4.3, N 0.0, P 0.0. U.V. 

 maxima at 222, 274, 281 m^. Contains only one sugar, 

 2-O-methylrhamnose. The lipide moiety is a diester of 

 2 molecules of a branched-chain acid fraction of mean 

 molecular weight corresponding to C22H44O2 with a 

 phenolic alcohol. It may also sometimes contain myco- 

 cerosic acid. 

 Mycoside C: 



A peptide-glycolipide mixture. One component sepa- 

 rated on sihca gel had the following properties: 

 m.p. 200°, [a]D"'-31° (in chloroform). Anal: 

 Calculated for C73H133O24N., : C 59.8, H 9.1, N 4.8, 

 -OCH3 6.3 



Found: C 60.1, H 8.7, N 5.1, -OCH3 6.0. 

 It contains three deoxyhexoses, one being 6-deoxytalose 

 and one 3,4-dimethoxyrhamnose. The peptide moiety is 



"T. Takahashi, M. Mitsumoto and H. Kayamori, Nature 188 411 

 (1960). 



1* Donald W. Smith, H. M. Randall, A. P. MacLennan and E. Led- 

 erer, ibid. 186 887 (1960). 



