Biosynthesis of streptomycin. Enzymatic formation of dihydrostreptomycin 6-phosphate from dihydrostreptosyl streptidine 6-phosphate.
Incubation of O-alpha-L-dihydrostreptose (1 leads to 4) streptidine 6-phosphate (I) with a protein-free extract from Streptomyces griseus as endogenous donor and a cell-free extract from this organism led to formation of dihydrostreptomycin 6-phosphate (II). The product was identified by paper chromatography and by its degradation to dihydrostreptobiosamine (III). II was not formed when either the donor solution or the dialysed cell-free extract was omitted. The results corroborate the role of I as intermediate in streptomycin biosynthesis. The synthesis of I from dTDP-L-dihydrostreptose, streptidine 6-phosphate and a dihydrostreptosyltransferase from S. griseus has been shown previously.
D002854:Chromatography, Paper; D004096:Dihydrostreptomycin Sulfate / Q000031:analogs & derivatives* / Q000096:biosynthesis; D004187:Disaccharides / Q000378:metabolism; D005944:Glucosamine / Q000031:analogs & derivatives / Q000378:metabolism; D010430:Pentosyltransferases / Q000378:metabolism*; D013305:Streptomyces griseus / Q000201:enzymology; D013403:Sugar Phosphates / Q000378:metabolism*
D004187:Disaccharides; D013403:Sugar Phosphates; C021011:dihydrostreptomycin 6-phosphate; C026689:dihydrostreptosyl streptidine 6-phosphate; D010430:Pentosyltransferases; C024831:dTDP-L-dihydrostreptose-streptidine-6-phosphate dihydrostreptosyltransferase; D005944:Glucosamine; D004096:Dihydrostreptomycin Sulfate