Sur la structrue chimique des cires D, peptidoglycolipides macromoléculaires des souches humaines de Mycobacterium tuberculosis

Abstract

A sample of Wax D, a macromolecular peptidoglycolipid of Mycobacterium tuberculosis, was purified by column chromatography on silicic acid and then analysed. It contains about goo/, of a mycolate of arabinogalactan and 8O/, of a phosphorylated mucopeptide.The structure of the mycolate of arabinogalactan shown in Fig.2 is based on the isolation of the following products of partial hydrolysis : (a) mycolates of arabinofuranose and arabinobiose, in which mycolic acids are esterified to the 5-OH of arabinofuranose; (b) a i+4 digalactopyranoside ; (c) a 1+4 arabinogalactoside ; (d) an arabinodigalactoside having two 1+4 linkages.

Isolation and Properties of a Macromolecular, Water-Soluble, Immuno-Adjuvant Fraction from the Cell Wall of Mycobacterium smegmatis

“…Their structure is thus very similar to that of the mycobacterial cell wall (7,8, for a review, see ref. 9); they are, in fact, considered to be produced by autolysis of the cell wall (7,9,10 The UV spectrum of an aqueous solution shows only endabsorption below 230 nm. The infrared spectrum (in Nujol oil), shows bands at 1650 and 1520 cm-' (amides) and 1000-110(0 cm-l (OH groups).…”

“…Their structure is thus very similar to that of the mycobacterial cell wall (7, 8, for a review, see ref. 9); they are, in fact, considered to be produced by autolysis of the cell wall (7,9,10 In a typical experiment, 1 g of cell walls is suspended in 100 ml of 0.05 M ammonium acetate (pH 6.3) and is incubated overnight at 370 with 20 mg of lysozyme, in the presence of a few drops of toluene. The solubilized products are separated from the cell walls by filtration on a sintered-glass filter.…”

Partial Chemical Characterization of the Cell Wall of Nocardia asteroides Strain 131

“…Such a structure has been found in other species of nocardia [7, 16,20,23,25,28,33,36]. Laneelle and Asselineau [24] studies on the arabinogalactans from the cell walls of mycobacteria [27,29,30,35] and Corynebacterium diphtheriae PW 8 (Table 1). In the quantitative precipitation test (Fig.…”

Correlation of chemical structure and biological activity of mycobacterial cell walls and derived lipids

“…Some of these activities are also shown by some glycolipids and other compounds that are biogenetically or functionally more or less closely related to the mycobacterial cell wall, such as wax D (White et al, 1964;Markovits et al, 1971) and cord factor (Bekierkunst et al, 1969).…”