Acids in bulk should be extracted by ether, acetone, chloroform, benzole,
petrol-ether and lignoin or by carbon bisulphide. Such solvents as
alcohols, acetates and alkali solutions should not be used as they tend
to split up or to alter the constitution of the acids. For the same
reason, the use of chloroform is to a certain extent undesirable as it
contains a percentage of alcohol. Ether and acetone, or a mixture of
both, are the most efficient solvents, and all acids can be extracted by
their use, if the material is left to soak a sufficient length of time,
either in the cold or warmed. It is however advisable to follow with a
second solvent in case any other acid should be present in the tissues.
Concentrated sulphuric acid dissolves out all acids but often induces
colour changes in the process.
All known lichen-acids form crystals, though the crystalline form may
alter with the solution used. After filtering and distilling, the residue
will be found to contain a mixture of these crystals along with other
substances, which may be removed by washing, etc.
_c._ CHARACTER OF ACIDS. Many lichen-acids are more or less bitter
to the taste; they are usually of an acid nature though certain of
the substances are neutral, such as zeorin, a constituent of various
Lecanoraceae, Physciaceae and Cladoniaceae, stictaurin, originally
obtained from _Sticta aurata_, leiphemin, from _Haematomma coccineum_,
and others.
A large proportion are esters or alkyl salts formed by the union of an
alcohol and an acid; these are insoluble in alkaline carbonates. It
is considered probable that the fungus generates the acid, while the
alcohol arises in the metabolic processes in the alga. It has indeed
been proved that the alcohol, erythrit, is formed in at least two algae,
_Protococcus vulgaris_ and _Trentepohlia jolithus_; and the lichen-acid,
erythrin (C₂₀H₂₂O₁₀), obtained from species of _Roccella_ in which the
alga is _Trentepohlia_, is, according to Hesse, the erythrit ester of
lecanoric acid (C₁₆H₁₄O₇), a very frequent constituent of lichen thalli.
It is certain that the interaction of both symbionts is necessary for
acid production. This was strikingly demonstrated by Tobler[820] in his
cultural study of the lichen thallus. He succeeded in growing, to a
limited extent, the hyphal part of the thallus of _Xanthoria parietina_
on artificial media; but the filaments remained persistently colourless
until he added green algal cells to the culture. Almost immediately
thereafter the characteristic yellow colour appeared, proving the
presence of parietin, formerly known as chrysophanic acid. Tobler’s
observation may easily be verified in plants from natural habitats.
A depauperate form of _Placodium citrinum_ consisting mainly of a
hypothallus of felted hyphae, with minute scattered granules containing
algae, was tested with potash, and only the hyphae immediately covering
the algal granules took the stain; the hypothallus gave no reaction.
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