Methyl glucoside

Vanillic acid 4-0-P-D-(2-0-methyl)-glucoside Plagiogyria euphlebia Mett. C15H20O9 223-225 -88.2 55 ... 

Leptorumol 7-0-P-D-(4-0-methyl)-glucoside (Leptorumolin) Leptorumohra miqueliana H. Ito C18H22O9 218 + 18 (DMF) 98... 

The existence of two forms of glucose and of two isomeric methyl glucosides, as well as other experimental evidence, have led to the adoption of the ring structures (I) and (II) ... 

A more recent addition to the Hst of shale protective water-base muds is a system developed around concentrated solutions of methyl glucoside [3149-68-6]. At concentration of 25% by weight and above, methyl glucoside appears to stabilize water-sensitive shales on pat with a typical oil- or synthetic-base mud (122). Eady field trials have been encouraging but much remains to be done before this material is considered a success (123). 

Bollenback, Methyl Glucoside, Preparation, Physical Constants, Derivatives , Academic Press, NY (1958) 4) Merck (1968), 687-L... 

The history of observations of efflux associated with PTS carriers is nearly as old as PTS itself. Gachelin [82] reported that A -ethylmaleimide inactivation of a-methyl-glucoside transport and phosphorylation in E. coli was accompanied by the appearance of a facilitated diffusion movement of both a-methylglucoside and glucose in both directions, uptake and efflux. His results could not discriminate, however, between one carrier operating in two different modes, active transport for the native carrier and facilitated diffusion for the alkylated carrier, or two distinct carriers. Haguenauer and Kepes [83] went on to show that alkylation of the carrier was not even necessary to achieve efflux NaF treatment which inhibits P-enolpyruvate synthesis was sufficient but this study did not address the question of one carrier or two. 

Levi, Hawkins and Hibbert6 have recently confirmed the structure for L. mesenteroides dextran proposed by Fowler, Buckland, Brauns and Hibbert.34 Completely methylated dextran in an over-all yield of 71% was obtained by three methylations with dimethyl sulfate and sodium hydroxide, followed by six modified Muskat methylations. The methylated dextran was hydrolyzed at 140° with methanolic hydrogen chloride, and the mixture of methylated glucosides, obtained in 95% yield, was quantitatively separated by fractional distillation. 2,3-Di-methyl-D-glucose was identified by means of the phenylhydrazide of the corresponding D-gluconic acid. 

Interesting structural variation of target aza sugars was initiated from compound 18, readily available in a few standard steps from methyl glucoside (Fig. 6).15... 

The C-l resonances of the pyranoid forms of glucose, xylose, galactose, arabinose, methyl glucoside, and methyl xyloside were shown... 

Emil Fischer developed a strong interest in the structural requirements for enzyme activity as the result of effects of changes in the structures of the a-and -methyl glucosides on their properties as substrates for the enzymes invertin and emulsin, which, as we have seen, he had shown to be a- and yS-glucosidases, respectively. As already mentioned, he was fascinated in 1895 by the fact that emulsin had no effect on either the a- or /2-methyl xylosides (33). In a 1912 publication with Karl Zach (34), he reported that -methyl 6-deoxyglucoside was hydrolyzed by emulsin and wrote ... 

Using the same initial step for the double serial inversion strategy, from methyl glucoside 37, the 2,4-tiiflate intermediates 50 could be produced via a Inflation process (Scheme 15). The 4-triflates of these intermediates were subsequently inversed to the corresponding 4-0-acetyl intermediates 51 by substitution with tetrabutylammonium acetate, followed by inversion of the 2-position by tetrabutylammonium nitrite, to yield a mixture of methyl... 

In addition, due to the fact that methyl glucoside 3 was produced in a lower yield (70%) than methyl galactoside 1 (90%), following the double serial inversion strategy, an... 

The third group is that of compounds which may potentially be transported by the PTS and inhibit cAMP production. Cellulase synthesis is initiated after these compounds are consumed for cell growth. This group includes D-glucose, D-fructose, maltose, mannitol, glycerol, sorbitol, and -methyl glucoside. The presence of these compounds in Solka Floe fermentations, enhanced enzyme yields (132 to 254%) but the time required to complete cellulase synthesis took longer (106 to 148%) than the control. 

B. Helferich, Two new derivatives of a- and p-methyl glucoside, Berichte der deutschen chemischen Gesellschaft 54 1082 (1921). 

B. Helferich, Uberzwei neueDerivate von-a-und p-Methyl Glucosid, Chem Ber. 56 1082(1921). 

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