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Transcript
Lactic Acid
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Lactic acid is a chemical compound that plays a role in various
biochemical processes. It was first isolated in 1780 by the Swedish
chemist Carl Wilhelm Scheele. Lactic acid is a carboxylic acid with
the chemical formula C2H4OHCOOH. It has a hydroxyl group
adjacent to the carboxyl group, making it an alpha hydroxy acid
(AHA).
In solution, it can lose a proton from the carboxyl group, producing
the lactate ion CH3CH(OH)COO−. Compared to acetic acid, its pKa
is 1 unit less, meaning lactic acid deprotonates ten times more easily
than acetic acid does. This higher acidity is the consequence of the
intramolecular hydrogen bridge between the α-hydroxyl and the
carboxylate group, making the latter less capable of strongly
attracting its proton.
Lactic acid is chiral and has two optical isomers. One is known as L(+)-lactic acid or (S)-lactic acid and the other, its mirror image, is D(−)-lactic acid or (R)-lactic acid. A mixture of the two in equal
amounts is called DL-lactic acid.
Lactic acid is hygroscopic. DL-lactic acid is miscible with water and
with ethanol above its melting point which is around 17 or 18 °C. Dlactic acid and L-lactic acid have a higher melting point.
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In animals, L-lactate is constantly produced from pyruvate via the
enzyme lactate dehydrogenase (LDH) in a process of fermentation
during normal metabolism and exercise. It does not increase in
concentration until the rate of lactate production exceeds the rate of
lactate removal, which is governed by a number of factors, including
monocarboxylate transporters, concentration and isoform of LDH,
and oxidative capacity of tissues. The concentration of blood lactate is
usually 1–2 mmol/L at rest, but can rise to over 20 mmol/L during
intense exertion.
In industry, lactic acid fermentation is performed by lactic acid
bacteria, which convert simple carbohydrates such as glucose,
sucrose, or galactose to lactic acid. These bacteria can also grow in
the mouth; the acid they produce is responsible for the tooth decay
known as caries.
In medicine, lactate is one of the main components of lactated
Ringer's solution and Hartmann's solution. These intravenous fluids
consist of sodium and potassium cations along with lactate and
chloride anions in solution with distilled water, generally in
concentrations isotonic with human blood. It is most commonly used
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for fluid resuscitation after blood loss due to trauma, surgery, or burn
injury.
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