Accession Number : AD0710040

Title :   LOCATION OF ACYL GROUPS ON TWO PARTLY ACYLATED GLYCOLIPIDS FROM STRAINS OF USTILAGO (SMUT FUNGI),

Corporate Author : NATIONAL RESEARCH COUNCIL OF CANADA SASKATOON (SASKATCHEWAN) PRAIRIE REGIONAL LAB

Personal Author(s) : Bhattacharjee,S. S. ; Haskins,R. H. ; Gorin,P. A. J.

Report Date : 29 SEP 1969

Pagination or Media Count : 12

Abstract : Partly acylated ustilagic acids 8 (from Ustilago maydis (DC) Corda (= U. zeae Unger) PRL-119), consisting of partially esterified beta-cellobiosyl residues glucosidically linked to long-chain, hydroxylated fatty acids, and a mixture of partially acylated derivatives of 4-O-beta-D-mannopyranosyl-D-erythritol from Ustilago sp. (probably U. nuda (Jens.) Rostr. = U. tritici (Pers.) Rostr.) PRL-627 were acetalated with methyl vinyl ether, deacylated, and methylated. Vigorous acid hydrolysis of a methylated 8 gave 2- and 6-O-methyl-D-glucose (11:9 molar ratio) corresponding to 2'- and 6-O-acyl substitution of the cellobiose residue. Graded acid hydrolysis of methylated 8 gave an O-methyl derivative (9) which yielded, on Smith degradation, glycerol and 4-O-methyl-D-erythritol. Comparison of the p.m.r. spectra of 8 and the product of its oxidation by lead tetraacetate suggested C-6 and C-2' as the locations of the acetate and hydroxy acid ester-groups, respectively. (Author)

Descriptors :   (*SMUTSUstilago), *lipids), molecular structure, nuclear magnetic resonance, chemical reactions, hydrolysis, carbohydrates, canada

Subject Categories : Biochemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE