Cellobiose

4-0-p-D-glucopyranosyl-p-D-glucopyranose, which also was structurally well-known, and for which we expected slightly more 

The switch to PEF400 caused a very neat bracketing of the crystal 

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Strong acids completely hydrolyse cellulose to glucose very mild hydrolysis gives hydrocelluloses with shorter chains and lower viscosity and tensile strength. Under special conditions a large yield of cellobiose is obtained. 

CiaHjjOij Cellobiose + H.3O CgHjjO, d- Glucose + CjHijOg d-Glucose... 

You can view molec ular models of malt ose and cellobiose on Learning By Modeling... 

Maltose obtained by the hydrolysis of starch and cellobiose by the hydrolysis of cellulose are isomenc disaccharides In both maltose and cellobiose two d glucopyra nose units are joined by a glycosidic bond between C 1 of one unit and C 4 of the other The two are diastereomers differing only m the stereochemistry at the anomeric carbon of the glycoside bond maltose is an a glycoside cellobiose is a (3 glycoside... 

The stereochemistry and points of connection of glycosidic bonds are commonly designated by symbols such as a(l 4) for maltose and (3(1 4) for cellobiose a and (3 designate the stereochemistry at the anomeric position the numerals specify the ring car bons involved... 

FIGURE 25 6 Molecu lar models of the disaccha rides maltose and cellobiose Two D glucopyranose units are connected by a glycoside linkage between C 1 and C 4 The glycosidic bond has the a orientation in maltose and IS p in cellobiose Mai tose and cellobiose are diastereomers... 

Both maltose and cellobiose have a free anomeric hydroxyl group that is not involved in a glycoside bond The configuration at the free anomeric center is variable and may be either a or (3 Indeed two stereoisomeric forms of maltose have been iso lated one has its anomeric hydroxyl group m an equatorial orientation the other has an axial anomeric hydroxyl... 

Lactose is a disacchande constituting 2-6% of milk and is known as milk sugar It differs from maltose and cellobiose m that only one of its monosaccharide units is D glucose The other monosaccharide unit the one that contributes its anomeric carbon to the glycoside bond is d galactose Like cellobiose lactose is a (3 glycoside... 

Maltose and cellobiose (Section 25 14) are examples of disaccharides denved from D glucopyranosyl units... 

Cation (Section 1 2) Positively charged ion Cellobiose (Section 25 14) A disacchande in which two glu cose units are joined by a 3(1 4) linkage Cellobiose is oh tamed by the hydrolysis of cellulose Cellulose (Section 25 15) A polysaccharide in which thou sands of glucose units are joined by 3(1 4) linkages Center of symmetry (Section 7 3) A point in the center of a structure located so that a line drawn from it to any element of the structure when extended an equal distance in the op posite direction encounters an identical element Benzene for example has a center of symmetry Cham reaction (Section 4 17) Reaction mechanism m which a sequence of individual steps repeats itself many times usu ally because a reactive intermediate consumed m one step is regenerated m a subsequent step The halogenation of alkanes is a chain reaction proceeding via free radical intermediates... 

The concentrations of nine sugars (fucose, methylglucose, arabinose, glucose, fructose, lactose, sucrose, cellobiose, and maltose) in beer, milk, and soda are determined using an... 

Cellobiose was prepared first by Skraup and Konig by the saponification of the octaacetate with alcoholic potassium hydroxide, and the method was improved by Pringsheim and Merkatz.3 Aqueous barium hydroxide also has been employed for the purpose, and methyl alcoholic ammonia has been used extensively for the hydrolysis of carbohydrate acetates. The method of catalytic hydrolysis with a small quantity of sodium methylate was introduced by Zemplen,i who considered the action to be due to the addition of the reagent to the ester-carbonyl groups of the sugar acetate and the decomposition of the addition compound by reaction with alcohol. The present procedure, reported by Zemplen, Gerecs, and Hadacsy, is a considerable improvement over the original method (see Note 2). 

The preparation of a-cellobiose octaacetate by the acetolysis of cellulose was discovered by Franchimont, and the process has been studied carefully by a number of other investi-... 

Study of the structure of cellulose (Figure 22.2) leads one to expect that the molecules would be essentially extended and linear and capable of existing in the crystalline state. This is confirmed by X-ray data which indicate that the cell repeating unit (10.25 A) corresponds to the cellobiose repeating unit of the molecule. 

Cellobiose (Section 25.14) A disaccharide in which two glucose units are joined by a (3(1,4) linkage. Cellobiose is obtained by the hydrolysis of cellulose. 

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