Amino Acids


Amino Acids

Amino acids are the building blocks of proteins and play a central role in biochemistry. They are organic compounds that contain both an amino group (-NH2) and a carboxyl group (-COOH). There are 20 standard amino acids that are encoded by the genetic code, and each has a unique side chain that gives it specific properties.

Structure of Amino Acids

The general structure of an amino acid is:

  H
  |
H2N-C-COOH
  |
  R

Where R represents the side chain that is unique to each amino acid.

The central carbon atom is known as the alpha (α) carbon, and it is attached to four different groups: an amino group, a carboxyl group, a hydrogen atom, and an R group or side chain.

Classification of Amino Acids

Amino acids can be classified based on the characteristics of their side chains:

  1. Nonpolar, Aliphatic R Groups
  2. Aromatic R Groups
  3. Polar, Uncharged R Groups
  4. Positively Charged (Basic) R Groups
  5. Negatively Charged (Acidic) R Groups

Here is a table summarizing some key features of these classes:

Class Properties Examples
Nonpolar, Aliphatic Hydrophobic, lack polar or charged groups Glycine (Gly), Alanine (Ala)
Aromatic Contain aromatic rings, can be hydrophobic or slightly polar Phenylalanine (Phe), Tyrosine (Tyr)
Polar, Uncharged Have polar side chains, form hydrogen bonds Serine (Ser), Threonine (Thr)
Positively Charged (Basic) Have side chains that accept protons, are basic Lysine (Lys), Arginine (Arg)
Negatively Charged (Acidic) Have side chains that donate protons, are acidic Aspartic acid (Asp), Glutamic acid (Glu)

Amino Acid Stereochemistry

Amino acids (except for glycine) have a chiral center at the α-carbon, meaning they exist in two isomeric forms: L and D. In proteins, only L-amino acids are incorporated.

Amino Acid Properties

The properties of amino acids are determined by their side chains. For example, hydrophobic amino acids tend to be buried within the core of proteins, while hydrophilic amino acids are more likely to be found on the surface, interacting with the aqueous environment.

The ionizable side chains of amino acids have pKa values, which are the pH at which the group is 50% ionized. This is important for understanding the behavior of amino acids in different pH environments.

Peptide Bond Formation

Amino acids are linked together by peptide bonds to form polypeptides or proteins. The peptide bond is formed in a dehydration synthesis reaction between the carboxyl group of one amino acid and the amino group of another:

$$ \text{R1-CH(NH2)-COOH} + \text{H2N-CH(R2)-COOH} \rightarrow \text{R1-CH(NH2)-CONH-CH(R2)-COOH} + \text{H2O} $$

Examples of Amino Acids

Here are examples of some amino acids with their three-letter and one-letter codes:

Amino Acid Three-letter Code One-letter Code
Glycine Gly G
Alanine Ala A
Serine Ser S
Phenylalanine Phe F
Lysine Lys K

Functions of Amino Acids

Amino acids have various functions in the body:

  • They are the monomers of proteins.
  • Some serve as neurotransmitters or precursors to neurotransmitters.
  • They can be used for energy production.
  • They play roles in the immune system and other biological processes.

Conclusion

Amino acids are essential to life, and understanding their structure, classification, and properties is crucial for studying biology and chemistry. They not only form the structure of proteins but also participate in numerous metabolic pathways. The complexity and versatility of amino acids make them a fascinating subject of study in the field of biochemistry.