Fructofuranosyl

Sucrose+acceptor= P-D-fructofuranosyl 3-dehydro-ot-D-allopyranoside + reduced acceptor (EC 1.1.99.13)... 

Trichloro-4,6,6 -trideoxygalactosucrose or6-chloro-6-deoxy-p-D-fructofuranosyl 4,6-dichloro-4,6-dideoxy-a-D-galactopyranoside ( galactosucrose is a trivial name for the 4-epimer of sucrose)... 

Paratose Planteose 3,6-Dideoxy-D-r/bo-hexose a-D-Galactopyranosyl-(1 ->6)-P-D-fructofuranosyl a-D-glucopyranoside... 

In 1952, Wolfrom and Hilton demonstrated that L-sorbose was also capable of forming dimeric dianhydrides,22 and they postulated sorbofuranosyl and pyra-nosyl cationic intermediates. In 1955, Boggs and Smith23 postulated a fructofu-ranosyl cationic intermediate in the formation of per-O-acetyl ot-D-Fru/-1,2 2,l -p-D-Fru/[di-D-fructose anhydride I (5)] from inulin triacetate. They indicated that three adjacent P-2,l -linked fructofuranosyl units would be required for formation of the dianhydride. 

The ratio of the different isomeric products was found to vary with time, temperature, and initial concentration. This suggested that some kind of equilibration was occurring between isomers. I3C NMR spectroscopy of a reaction mixture showed, upon cooling, the reversible formation of a pair of signals in the anomeric region. These signals were ascribed to the anomeric carbon atoms of fructofuranosyl fluorides (10), which were presumed to be in equilibrium with the reactive fructofuranosyl cation, 11. 

It might be pertinent to consider the basis of the extremely facile isomerization in anhydrous HF or pyridinium poly(hydrogen fluoride). HF is an extremely strong proton donor, but it is also a potent fluorinating agent. It is highly probable that the postulated cationic intermediates in these isomerizations are fluori-nated and serve as reactive intermediates in the same way as the fructofuranosyl... 

Fischer projection, monosaccharides acyclic form, 56-57 cyclic forms, 59-60 modified, 60-61 Fluorine chemistry, 18-19 D-Fructofuranosides, degradation, 445 Fructofuranosyl cation, 217 Fructofuranosyl fluorides, 217 Fructose... 

Treatment of inulin or D-fructose with liquid HF (neat or diluted with liquid SOj) gave a mixture of six di-D-fructose dianhydrides, including 23, 25, 27, and )3-D-fructofuranosyl ) -D-fructopyranose 2,l 3,2 -dianhydride... 

Two extracellular D-fructans, (2- 6)-linked S-D-fructofuranan or levan and the less common corresponding (2 l)-linked polysaccharide, of the inulin type, are elaborated by different bacteria. These polysaccharides are formed from sucrose by the action of sucrose fructosyltransferases. Terminal )S-D-fructofuranosyl groups are present in some bacterial heteropolysacchar-... 

The taste properties of the di-O-methylhexopyranosyl derivatives, like those of the corresponding deoxy sugars, are never sweet, and always bitter. As with the deoxy sugars, this is possibly the result of increased lipophilicity of the molecule. In sucrose, however, the presence of two methyl groups on the D-glucopyranosyl or the D-fructofuranosyl group does not seem to cause any marked bitterness (see Table XVIII). 

The dimensions of the AH,B,y units proposed by Hough and Khan (see Fig. 17) approximate very closely to the interorbital dimensions of the Kier tripartite system (see Fig. 12). However, the discovery that replacement of the 4 -hydroxyl group of the D-fructofuranosyl group by a halogen atom produces derivatives that are very much sweeter than the 4,1, 6 -... 

Ci2H22Ou / -d-Fructofuranosyl a-D-glucopyranoside a-D-glucopyranosyl / -D-fructofuranoside (sucrose) SUCROS, 02, 03, 04, 11 31 352... 

Ci8H32016 0-/ -D-Fructofuranosyl-(2— l)-0-/ -D-fructofuranosyl a-D-glu-copyranoside (1-kestose) KESTOS 30 32 455 370... 

Cis Ojg h2o 0-a-D-Glucopyranosyl-(l— 3)-/3-D-fructofuranosyl a-D-gluco-pyranoside (melezitose), monohydrate MELEZT, 01 32 37 381 404... 

C18H32Oi6-2 HzO O-a-D-Galactopyranosyl- (1 — 6)-0-/J-D-fructofuranosyl a-D-glucopyranoside, dihydrate (planteose, dihydrate) PLANTE 10 30 455... 

The non-reducing disaccharide unit of raffinose and gentianose is certainly sucrose, as previously mentioned in the case of melezitose all that can be said with assurance at the present time is that this sugar is 8-[a-T>-glucopyrano8yl2-(f)-T>-fructofuranosyl-a-j)-glucopyranoside. It would indeed be surprising, from biological views, if the now unknown disaccharide component should eventually prove to be other than sucrose,... 

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