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Amino Acids

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(1)

Amino Acids

(2)

Amino acids are building blocks of proteins.

Amino acids are made of the amino group (NH

2

), carboxyl group (COOH) and a side chain containing carbon, hydrogen or oxygen.

Amino Acids

(3)

Amino Acids

Amino Acids, they all contain a carboxylic acid group and an amino group.

The carbon adjacent to a carboxyl carbon is designated the α carbon.

Since the naturally occurring amino acids have the

amino group on the a carbon they are α amino acids.

(4)

Amino acids are the building blocks of protein in the body. There are twenty amino acids in the body.

Some of these amino acids are naturally synthesized in the liver without need for supplementation through diet or other nutritional sources.

Eleven of the twenty amino acids in the body cannot be made by the liver. If the amino acid must be consumed, it is called an essential amino acid.

Amino Acids

(5)

• Non-essential amino acids, those synthesized in the body are

- alanine

- asparagine - aspartic acid - cysteine

- glutamic acid - glutamine

- glycine - serine - proline

Naturally occurring forms are called non-essential

amino acids. Non-essential and essential amino acids

have a different amino acid structure affecting the way

they work in the body.

(6)

Essential amino acids are histidine, isoleucine, leucine, lysine, methionine, phenylalanine,

threonine, tryptophan, and valine.

All of the 20 amino acids are necessary constituents

of human protein. Adequate amounts of 11 of the 20

amino acids can be synthesized from carbohydrates

and lipids in the body if а source of nitrogen is also

available.

(7)

Classification of Amino Acids

Amino acids are classified mainly into three groups depending on their reaction in solution as

Neutral

Aromatic amino acids:

Phenylalanine, Tyrosine, Tryptophan (Heterocyclic amino acids)

Aliphatic amino Acids:

Glycine, Alanine,

Valine, Leucine, Isoleucine,

Serine/Threonine (-OH group containing amino acids) Cysteine, Methionine (Sulfur containing amino acids)

Acidic amino acids

Aliphatic amino acids

Aspartic acid, Asparagine, Glutamic acid, Glutamine

Basic amino acids

Aliphatic amino acids Lysine, Arginine

Heterocyclic amino acid

Histidine

(8)

Peptide Formation

The most important reaction of amino acids is peptide bond

formation. The carboxyl group of one amino acid reacts with the amino group of the other amino acid. The products are а

molecule of water and а molecule containing the two amino

acids linked by an amide bond. In amino acid chemistry, amide bonds that link amino acids together are given the specific name of peptide bond.

А peptide bond is а bond between the carboxyl group of one

amino acid and the amino group of another amino acid.

(9)

Only L-α-Amino Acids Occur in Proteins

Amino Acids contain both amino and carboxylic acid functional groups. In an α-amino acid, both are attached to the same carbon atom.

The functional groups of amino acids dictate their

chemical reactions (salt formation, esterification,

and acylation)

(10)

Glucogenic and Ketogenic Amino Acids

If the carbon skeleton of amino acid can be converted into glucose in the body, such amino acids are called glucogenic amino acids.

Similarly, if the carbon skeleton of amino acid is

converted into ketone body (acetoacetic acid), such amino acids are called ketogenic amino acids.

If one part of the carbon skeleton is converted into

glucose and other part is converted into ketone body, such amino acids are termed both glucogenic and

ketogenic amino acids.

(11)

Glucogenic and Ketogenic Amino Acids

Glucogenic amino acids:

Glycine, alanine, serine, threonine, valine, cysteine, proline, methionine, asparagine, aspartic acid, glutamic acid,

glutamine, histidine, arginine.

Ketogenic amino acids:

Leucine

Glucogenic and ketogenic amino acids:

Lysine, Isoleucine, phenylalanine, tyrosine, tryptophan

(12)

Ninhydrin Reaction of Amino Acids

Ninhydrin reaction is used to detect and quantify the amount of

amino acid. When amino acids are heated with ninhydrin, the free α–

amino groups react and give a purple colored product.

(13)

Naturally Occuring Peptides

Peptides are chains of amino acids.

Biologically occurring peptides range in size from

small molecules containing only two or three amino

acids to macromolecules containing thousands of

amino acids.

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