Alcoholic Fermentation: Second Edition, 1914Harden, Arthur
Science
Alcoholic Fermentation: Second Edition, 1914
Harden, Arthur
Fermentation
The direct formation of alcohol from sugar by the action of alkalis
appears first to have been observed by Duclaux [1886], who exposed a
solution of glucose and caustic potash to sunlight and obtained both
alcohol and carbon dioxide. As much as 2·6 per cent. of the sugar was
converted into alcohol in a similar experiment made by Buchner and
Meisenheimer [1904]. When the weaker alkalis, lime water or baryta
water, were employed instead of caustic potash, however, no alcohol
was formed, but 50 per cent. of the sugar was converted into inactive
lactic acid [Duclaux, 1893, 1896]. Duclaux therefore regarded the
alcohol and carbon dioxide as secondary products of the action of a
comparatively strong alkali on preformed lactic acid. Ethyl alcohol
can, in fact, be produced from lactic acid both by the action of
bacteria [Fitz, 1880] and of moulds [Mazé, 1902], and also by chemical
means. Thus Duclaux [1886] found that calcium lactate solution exposed
to sunlight underwent decomposition, yielding alcohol and calcium
carbonate and acetate, whilst Hanriot [1885, 1886], by heating calcium
lactate with slaked lime obtained a considerable quantity of a liquid
which he regarded as ethyl alcohol, but which was shown by Buchner and
Meisenheimer [1905] to be a mixture of ethyl alcohol with isopropyl
alcohol.
It appears, therefore, that inactive lactic acid can be quite readily
obtained in large proportion from the sugars by the action of alkalis,
whilst alcohol can only be prepared in comparatively small amount and
probably only as a secondary product of the decomposition of lactic
acid.
The study of the action of alkalis on sugar has, however, yielded
still further information as regards the mechanism of the reaction
by which lactic acid is formed. A considerable body of evidence has
accumulated, tending to show that some intermediate product of the
nature of an aldehyde or ketone containing three carbon atoms is first
formed.
Thus Pinkus [1898] and subsequently Nef [1904, 1907], by acting on
glucose with alkali in presence of phenylhydrazine obtained the
osazone of methylglyoxal, CH{3}·CO·CHO. This osazone may be formed
either from methylglyoxal itself, from acetol, CH{3}·CO·CH{2}·OH, or
from lactic aldehyde, CH{3}·CH(OH)·CHO [Wohl, 1908]. Methylglyoxal
itself may also be regarded as a secondary [p099] product derived
from glyceraldehyde, CH{2}(OH)·CH(OH)·CHO, or dihydroxyacetone,
CH{2}(OH)·CO·CH{2}(OH), by a process of intramolecular dehydration, so
that the osazone might also be derived indirectly from either of these
compounds [see also Neuberg and Oertel, 1913]. Methylglyoxal itself
readily passes into lactic acid when it is treated with alkalis, a
molecule of water being taken up:--
CH{3}·CO·CHO + H{2}O = CH{3}·CH(OH)·COOH.
Further evidence in the same direction is afforded by the interesting
discovery of Windaus and Knoop [1905], that glucose is converted by
ammonia in presence of zinc hydroxide into methyliminoazole,
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