Alcoholic Fermentation: Second Edition, 1914Harden, Arthur
Science
Alcoholic Fermentation: Second Edition, 1914
Harden, Arthur
Fermentation
In favour of this view is to be adduced the fact that aldehydes such
as isobutyraldehyde and valeraldehyde have been found in crude spirit,
whilst acetaldehyde is a regular product of alcoholic fermentation
[see Ashdown and Hewitt, 1910]. Benzaldehyde, moreover, has been
actually detected as a product of the alcoholic fermentation of
phenylaminoacetic acid, C{6}H{5}·CH(NH{2})·COOH [Ehrlich, 1907, 1].
Further, the aldehydes so produced would readily pass by oxidation
into the corresponding fatty acids, small quantities of which are
invariably produced in fermentation.
This view of the nature of the alcoholic fermentation of the
amino-acids is undoubtedly to be preferred to that previously
suggested by Ehrlich [1906, 3] according to which a hydroxy-acid is
first formed and then either directly decomposed into an alcohol and
carbon dioxide or into an aldehyde and formic acid, the aldehyde being
reduced and the formic acid destroyed (see p. 115).
R·CH(NH{2})·COOH → R·CH(OH)·COOH
R·CH(OH)·COOH → R·CH{2}OH + CO{2} or R·CHO + H·CO{2}H
R·CHO → R·CH{2}OH
The most probable course of the decomposition by which isoamyl
alcohol and succinic acid are produced from leucine and glutamic acid
respectively is therefore the following:--
(/a/) /Isoamyl Alcohol./
(1) (CH{3}){2}·CH·CH{2}·CH(NH{2})·COOH (3) (CH{3}){2}CHCH{2}·CHO+CO{2}
Leucine Isovaleraldehyde
(2) (CH{3}){2}·CH·CH{2}·CO·COOH (4) (CH{3}){2}·CH·CH{2}·CH{2}OH
α-Ketoisovalerianic acid Isoamyl alcohol
(/b/) /Succinic Acid./
(1) COOH·CH{2}·CH{2}·CH(NH{2})·COOH (3) COOH·CH{2}CH{2}·CHO + CO{2}
Glutamic acid Succinic semialdehyde
(2) COOH·CH{2}·CH{2}·CO·COOH (4) COOH·CH{2}·CH{2}·COOH
α-Keto-glutaric acid Succinic acid
[p095]
GLYCEROL.
Of the three chief by-products of alcoholic fermentation, only
glycerol remains at present referable directly to the sugar. This
substance, as shown by the careful experiments of Buchner and
Meisenheimer [1906], is formed by the action both of yeast-juice and
zymin to the extent of 3·8 per cent. of the sugar decomposed, and
no other source for its production has so far been experimentally
demonstrated. If it be true that during the decomposition of sugar
into alcohol and carbon dioxide, substances containing three carbon
atoms are formed as intermediate compounds (see p. 100), it is obvious
that these might by reduction be converted into glycerol which would
thus be a true by-product of the alcoholic fermentation of sugar. [See
Oppenheimer, 1914, 2.] It has, however, been suggested that it may in
reality be a product of decomposition of lipoid substances or of the
nuclein of the cell (Ehrlich).
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