The Chemistry of Plant LifeThatcher, Roscoe Wilfred
Science
The Chemistry of Plant Life
Thatcher, Roscoe Wilfred
Botanical chemistry
=Phytol.=--This alcohol, which furnishes the characteristic ester group in
the chlorophyll of plants, is a compound of very unusual composition, which
has never been found in any other form or in any other type of compound
which is present in either plant or animal tissues. Careful studies of its
addition and oxidation products prove that it has the following structural
arrangement:
H H H H H H H H H H
| | | | | | | | | |
H-C-----C-----C-----C-----C-----C-----C-----C-----C=====C-----C--CH_{2}OH
| | | | | | | | | | |
CH_{3}CH_{3}CH_{3}CH_{3}CH_{3}CH_{3}CH_{3}CH_{3}CH_{3}CH_{3}CH_{3}
As this formula indicates, the compound contains one unsaturated,
double-bond linkage, one primary alcohol group, and eleven methyl groups.
As has been said, this alcohol occurs nowhere else in nature, and its
presence and function in the chlorophyll molecule are, as yet, wholly
unexplainable. Phytol itself is a colorless, oily liquid, with a high
boiling point (145° in vacuo, 204° at 10 mm. pressure).
THE CONSTITUTION OF THE CHLOROPHYLLS
As has been mentioned, chlorophyll _a_ differs from chlorophyll _b_ by
having one more oxygen and two less hydrogen atoms in the molecule, and in
having one of its nitrogen atoms in the "lactam" arrangement. These
differences in structure are represented by the following formulas which
are commonly used to represent the two compounds, but which do not show the
arrangements of the major groups of the complex molecules:
COO·C_{20}H_{39} COO·C_{20}H_{39}
/ /
MgC_{31}H_{29}N_{3}-COO·CH_{3} MgC_{32}H_{28}O_{2}N_{4}-COO·CH_{3}
|\ Chlorophyll _b_
NH-CO
Chlorophyll _a_
The chlorophylls are unstable compounds, readily acted upon by acids or
alkalies, and by the enzyme chlorophyllase, which splits off the phytyl
alcohol group. The progressive action of acids and of alkalies in breaking
down the molecule, and the products of its oxidation and reduction, have
served to establish the chemical composition of the compound in each case.
Because of the importance of these pigments in the whole metabolic
processes of the plant, it seems to be desirable to consider the nature of
these reactions in some detail, as follows:
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