Hypotaurine is a
sulfinic acid that is an intermediate in the biosynthesis of
taurine
Taurine (), or 2-aminoethanesulfonic acid, is a naturally occurring amino sulfonic acid that is widely distributed in animal tissues. It is a major constituent of bile and can be found in the large intestine. It is named after Latin (cogna ...
. Like taurine, it also acts as an
endogenous
Endogeny, in biology, refers to the property of originating or developing from within an organism, tissue, or cell.
For example, ''endogenous substances'', and ''endogenous processes'' are those that originate within a living system (e.g. an ...
neurotransmitter
A neurotransmitter is a signaling molecule secreted by a neuron to affect another cell across a Chemical synapse, synapse. The cell receiving the signal, or target cell, may be another neuron, but could also be a gland or muscle cell.
Neurotra ...
via action on the
glycine receptor
The glycine receptor (abbreviated as GlyR or GLR) is the receptor
Receptor may refer to:
* Sensory receptor, in physiology, any neurite structure that, on receiving environmental stimuli, produces an informative nerve impulse
*Receptor (biochem ...
s. It is an
osmolyte with
antioxidant
Antioxidants are Chemical compound, compounds that inhibit Redox, oxidation, a chemical reaction that can produce Radical (chemistry), free radicals. Autoxidation leads to degradation of organic compounds, including living matter. Antioxidants ...
properties.
Hypotaurine is derived from
cysteine
Cysteine (; symbol Cys or C) is a semiessential proteinogenic amino acid with the chemical formula, formula . The thiol side chain in cysteine enables the formation of Disulfide, disulfide bonds, and often participates in enzymatic reactions as ...
(and
homocysteine). In mammals, the biosynthesis of hypotaurine from cysteine occurs in the pancreas. In the
cysteine sulfinic acid
Cysteine sulfinic acid is the organic compound with the nominal formula HO2SCH2CH(NH2)CO2H . It is a rare example of an amino acid bearing a sulfinic acid functional group. It is a white solid that is soluble in water. Like most natural amino acid ...
pathway,
cysteine
Cysteine (; symbol Cys or C) is a semiessential proteinogenic amino acid with the chemical formula, formula . The thiol side chain in cysteine enables the formation of Disulfide, disulfide bonds, and often participates in enzymatic reactions as ...
is first oxidized to its sulfinic acid, catalyzed by the enzyme
cysteine dioxygenase. Cysteine sulfinic acid, in turn, is decarboxylated by
sulfinoalanine decarboxylase
The enzyme sulfinoalanine decarboxylase () catalysis, catalyzes the chemical reaction
:3-sulfino-L-alanine \rightleftharpoons hypotaurine + CO2
Hence, this enzyme has one substrate (biochemistry), substrate, 3-sulfino-L-alanine (also known as C ...
to form hypotaurine. Hypotaurine is enzymatically oxidized to yield taurine by
hypotaurine dehydrogenase.
References
Aminoethyl compounds
Sulfinic acids
Glycine receptor agonists
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