Biosynthesis of N-methyl-L-glucosamine from D-glucose by Streptomyces griseus.
Biosynthesis of N-methyl-L-glucosamine moiety of streptomycin from D-glucose by Streptomyces griseus was studied. A mixture of D-[1-(14) C] glucose and D-[6(-3)H]glucose was given to the culture of S. griseus. The 3H/14C ratio found in N-methyl-L-glucosamine further supports a mechanism that the conversion of D-glucose to L-hexose is carried out without scission of carbon skeleton. When D-[1-14C]glucose and D-[3-3H]glucose were used, the fall of 3H/14C ratio in N-metyl-L-glucosamine showed that the hydrogen atom at C-3 plays a rôle in such a transformation.
D005944:Glucosamine / Q000031:analogs & derivatives* / Q000096:biosynthesis; D005947:Glucose / Q000378:metabolism; D007536:Isomerism; D013305:Streptomyces griseus / Q000378:metabolism*; D013307:Streptomycin / Q000096:biosynthesis
D005947:Glucose; D005944:Glucosamine; D013307:Streptomycin