The Chemistry of Plant LifeThatcher, Roscoe Wilfred
Science
The Chemistry of Plant Life
Thatcher, Roscoe Wilfred
Botanical chemistry
THE OCCURRENCE AND PROPERTIES OF MONOSACCHARIDES
Only two monosaccharides occur as such in plants. These are glucose and
fructose. All the other hexoses, whose structure is shown on pages 37 and
38, occur in plants only as constituents of the more complex saccharides,
in glucoside-formations, or as the corresponding polyatomic alcohols.
The aldo-hexoses which occur most commonly in plants, either free or in
combination, are _d_-glucose, _d_-mannose, and _d_-galactose; while
_d_-fructose and _d_-sorbose are the common keto-hexoses.
=Glucose= (often called also dextrose, fruit sugar, or grape sugar) occurs
widely distributed in plants, most commonly in the juices of ripening
fruits, where it is usually associated with fructose and sucrose, the two
hexoses being easily derived from sucrose by hydrolysis. Glucose is also
produced by the hydrolysis of many of the more complex carbohydrates, by
the action either of enzymes or of dilute acids; lactose, maltose,
raffinose, starch, and cellulose, as well as many glucosides all yielding
glucose as one of the products of their hydrolysis. In all such cases, it
is _d_-glucose which is obtained.
Glucose is a crystalline solid (although it does not form such sharply
defined crystals as does sucrose, or "granulated sugar"), which is easily
soluble in water. It usually appears on the market in the form of thick
syrups, which are produced commercially by the hydrolysis of starch with
dilute sulfuric acid, removal of the acid after the hydrolysis is complete,
and evaporation of the resulting solution to the desired syrupy
consistency. (Since corn starch is commonly used as the raw material for
this process, these syrups are often spoken of as "corn syrup.") The
sweetness of glucose is about three-fifths that of ordinary cane sugar.
Glucose exhibits all the properties of hexoses which have been described in
general terms above. It is a reducing-sugar, and is easily fermented. The
specific rotatory power of _d_-glucose is +52.7°. But when glucose is
dissolved in water, it exhibits in a marked degree the phenomenon known as
"mutarotation"; that is, freshly made solutions exhibit a certain definite
rotatory power, but this changes rapidly until it finally reaches another
definite specific rotation. In other words, glucose is "birotatory," or
possesses two distinct specific rotatory powers, and the changing rotation
effect in aqueous solutions is due to the change from one form to the
other. When dissolved in alcohol, it does not exhibit this change in
rotatory power. In order to explain this phenomenon, it is necessary to
assume that there are two modifications of _d_-glucose, which have been
designated respectively as the [alpha] and [beta] forms. The possibility of
the existence of these two forms is explained by the assumption of the
closed-ring arrangement of the glucose molecule, as indicated in the
following formulas which represent the two possible isomeric arrangements:
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