The Chemistry of Plant LifeThatcher, Roscoe Wilfred
Science
The Chemistry of Plant Life
Thatcher, Roscoe Wilfred
Botanical chemistry
The hexoses are by far the most important group of monosaccharides. They
are undoubtedly the first products of photosynthesis, and all the other
carbohydrates may be considered to be derived from them by condensation.
Because of their biochemical significance and their immense importance as
the fundamental substances for all plant and animal energy-producing
materials, the following detailed studies of their chemical composition and
molecular configuration are fully warranted.
That all the hexoses contain five alcoholic groups is proved by the
experimental evidence that each one forms a penta-ester, by uniting with
five acid radicals, when treated with mineral or organic acids under proper
conditions. Thus, glucose penta-acetate, penta-nitrate, penta-benzoate,
etc., have all been prepared. The presence of the aldehyde group is proved
by the fact that all aldohexoses have been converted, by gentle oxidation,
into pentaoxy-monobasic acids, and the ketohexoses broken down into shorter
chain compounds by similar gentle oxidations; these reactions being
characteristic of compounds containing an aldehyde and a ketone group
respectively. This experimental evidence establishes the nature of the
characteristic groups in the molecule, in each case.
The molecular configurations illustrated in the following table are those
suggested by Emil Fischer, as a result of his exhaustive studies of the
chemical constitution of the various carbohydrates. There is, of course, no
thought that the printed formulas here presented accurately represent the
actual relationships in space of the different groups; but there is fairly
conclusive evidence that the variations in special groupings in the
different sugars are properly referable to the particular asymmetric carbon
atoms as indicated in the several formulas as presented.
1. Aldohexoses of the mannitol series:
_d_-Glucose _l_-Glucose _d_-Mannose _l_-Mannose
CH_{2}OH CH_{2}OH CH_{2}OH CH_{2}OH
| | | |
H-C-OH HO-C-H H-C-OH HO-C-H
| | | |
H-C-OH HO-C-H H-C-OH HO-C-H
| | | |
HO-C-H H-C-OH HO-C-H H-C-OH
| | | |
H-C-OH HO-C-H HO-C-H H-C-OH
| | | |
CHO CHO CHO CHO
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