Alcoholic Fermentation: Second Edition, 1914Harden, Arthur
Science
Alcoholic Fermentation: Second Edition, 1914
Harden, Arthur
Fermentation
It was subsequently pointed out by Buchner and Meisenheimer [1904]
that Baeyer's principle of oxygen accumulation might be applied
in a different way, so that a ketonic acid would be produced, the
decomposition of which, in a manner analogous to that of acetoacetic
acid, would lead to the formation of two molecules of lactic acid,
from which the final products alcohol and carbon dioxide might be
directly derived, as shown in the following formulæ:--
CHO COOH COOH CO{2}
· · · ────────
CH(OH) CH(OH) CH(OH) CH{2}·OH
· · · ·
CH(OH) CH{2} CH{3} CH{3}
· · ────── ────────
CH(OH) CO COOH CO{2}
· · · ────────
CH(OH) CH(OH) CH(OH) CH{2}·OH
· · · ·
CH{2}(OH) CH{3} CH{3} CH{3}
A scheme based on somewhat different principles has been propounded
by Wohl [Lippmann, 1904, p. 1891], and has been accepted by Buchner
and Meisenheimer [1905] as more probable than that quoted above. Wohl
and Oesterlin [1901] were able to trace experimentally the various
stages of the conversion of tartaric acid (I) into oxalacetic acid
(III), which can be carried out by reactions taking place at the
ordinary temperature, and they found that the first stage consisted in
the removal of the elements of water leaving an unsaturated hydroxy
derivative (II) which in the second stage underwent intramolecular
change into the corresponding keto-compound (III): [p101]
COOH COOH COOH
· · ·
CH(OH) minus H = C(OH) ⇌ CO
· · ║ ·
CH(OH) OH CH CH{2}
· · ·
COOH COOH COOH
I. II. III.
Tartaric acid. Oxalacetic acid.
Public-domain text, read in full here on John Shaqi.
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