. The actinomycetes. Actinomycetales. 286 DESCRIPTIONS OF ANTIBIOTICS to pH 6 to 7, calcium precipitated as the oxalate, and the whole filtered. Filtrate adsorbed on IRC- 50 (Na+ phase), eluted with 1 ,V H0SO4 , and pre- cipitated as the pentachlorophenol derivative. Purified by conversion to the sulfate, followed by fractional crystallization from an aciueous metha- nolic solution of the /^-(/>'-hydroxyphenylazo)ben- zene sulfonate (2). Chemical and physical properties: Basic amino polysaccharide. Base: White amorphous powtier. Soluble in water and methanol. Insoluble in com- mon organic s


. The actinomycetes. Actinomycetales. 286 DESCRIPTIONS OF ANTIBIOTICS to pH 6 to 7, calcium precipitated as the oxalate, and the whole filtered. Filtrate adsorbed on IRC- 50 (Na+ phase), eluted with 1 ,V H0SO4 , and pre- cipitated as the pentachlorophenol derivative. Purified by conversion to the sulfate, followed by fractional crystallization from an aciueous metha- nolic solution of the /^-(/>'-hydroxyphenylazo)ben- zene sulfonate (2). Chemical and physical properties: Basic amino polysaccharide. Base: White amorphous powtier. Soluble in water and methanol. Insoluble in com- mon organic solvents. [a]f = -|-63° ± 2° (c = 1 per cent in water). C20H47O15X5 . Molecular weight, 610 (2, 3). Methanolysis in the presence of HCl gives a product which was termed "pseudo- neamine," , composed of 1,3-diamino- 4,5,6-trihydroxycyclohexane (meso) (also present in neomycin and kanamycin) and D-glucosamine. Two possible structures for pseudoneamine were proposed:. OH NH, H H / \ OH H OH\ NHo H H H H H H (). H \ H OH/ OH NHo H Sulfate: White amorphous powder. No charac- teristic infrared or ultraviolet al)sorption spec- trum, [a if," = -f 50-52° (c = 1 i)er cent in water) and does not vary with pH. Rf = (1 on paper chromatography (methanol 2 i)or cent aqueous NaC'l, 2:1), paper impregnated with NaHSOj at pH Positive ninhydrin, diazo p-nitroaniline (for primary amino groups), and periodic acid tests. Negative nitroi)russide (secondary amino groups), Fehling, Sakaguchi, Pauly, and I'llson- Morgan tests. Furfural formed on treatment with acid. Total N = ().2%; N (Van Slyke) = ; N (Sorensen) = 3%. p-(p'-Hydroxyphenylazobenzene sulfonate: Orange crystals; 220°C (decom- position). Thermostable from ])H 2 to 10. la]f:' = +37° (c = per cent in methanol) (2). N-Benzoyl hydroxymycin: White needles; 232°C (decom- position). [a\f = +36° ± 2° (c = per cent in methanol). Biologically inactive (2). Biological activity: A


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