Glucosamine-l-phosphate

Considering the Gal/" part of the arabinogalactan polysaccharide produced by M tuberculosis (Fig. 3), the biosynthesis begin with connection of a N-acetyl-a-u-glucosamine-l-phosphate (a-o-GlcNAcp-l-P) residue to a decaprenyl phosphate chain, anchored into the biological... 

This enzyme [EC 2.6.1.16], also referred to as glutamine-fructose-6-phosphate aminotransferase (isomerizing), catalyzes the reaction of L-glutamine and o-fructose 6-phosphate to yield L-glutamate and o-glucosamine 6-phosphate. 

In geringerem MaBe wurden bisher Pd-Katalysatoren ffir die katalytische Oxydation herangezogen. Beschrieben wird die Oxydation von L-Glucosamin zur L-Glucosaminsaure und von Glucosamin-6-phosphat 32) zur Saure unter Verwendung eines Pd/C-Katalysators. Glykol konnte... 

Takayama, K., Qureshi, N., Mascagni, P., Nashed, M.A., Anderson, L., Raetz, C.R.H. Fatty acyl derivatives of glucosamine 1-phosphate in Escherichia coli and their relation to lipid A. Complete structure of A diacyl GlcN-1-P found in a phosphatidylglycerol-deficient mutant. J Biol Chem 258 (1983) 7379-7385. 

D-Fructose 6-phosphate and ammonia interact to produce hexosamine when they are added to a fraction of pig-kidney protein together with catalytic amounts of A -acetyl-n-glucosamine 6-phosphate. Neither L-glutamine nor L-asparagine can replace ammonium sulfate as a nitrogen source in this system, and D-fructose 6-phosphate cannot be replaced by D-fructose, n-xylose, n-glucose, or D-ribose. The presence of N-acetyl-D-glucosamine is also essential for this reaction. 

Several different pathways can be envisioned for the conversion of DHQ into AB. One such pathway (Figure 8) has some of the same chemical features as the shikimate pathway but begins with a 4-amino analogue of DHQ The critical first step in the pathway may proceed in a manner similar to that seen in glucosamine-6-phosphate biosynthesis, in which an a-hydroxyaldehyde is converted into an a-aminoaldehyde." " It is possible that the reduction of the ketone (step 3, Figure 8) could be performed by the normal shikimate enzyme, provided it could function with the 4-amino-containing analogue. Step 4 could occur either by loss of water or by phosphorylation followed by the loss of phosphate as occurs in the shikimate pathway. The last compound in this pathway, rrtf j -4-amino-3-hydroxy-l,5-cyclohexadiene-l-carboxylic acid, has been prepared" " and we have now shown it to be a precursor to pAB. 

The most likely steps where benzoylureas may be active are the last two steps the assembly of Uridine diphosphate N-acetyl-glucosamine from UTP and N-acetylglucosamine-l-phosphate and the polymerization of N-acetylglucosamine from UDP-N-acetylglucosamine under the mediation of chitin synthetase. Since studies [Gijswijt, et al., 1979] have indicated that benzoylurea intoxication is accompanied by the buildup of UDP-N-acetylglucosamine, the latter... 

Fructose-6-phosphate L—Glutamine X Glutamic acid Glucosamine-6-phosphate... 

The synthesis of the anhydroglucitol 8 and its l,2[ H]-labelled analogue by addition of hydrogen or tritium to a protected terminal alkene followed by treatment with MCPBA has been described as an affinity label for E. coli derived glucosamine 6-phosphate synthase. ... 

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