Proteins & amino acids

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Amino acid sequence → side-chain interactions → protein shape → protein function.

What proteins do

A protein contains one or more polypeptide chains. Each chain is a sequence of amino acids; its sequence helps determine the protein’s shape and function.

Protein types and functions
RoleExamplesFunctions
Digestive enzymeAmylase, lipase, pepsinBreak down nutrients in food into small pieces that can be readily absorbed
TransportHemoglobinCarry substances throughout the body in blood or lymph
StructureActin, tubulin, keratinBuild different structures, like the cytoskeleton
Hormone signalingInsulin, glucagonCoordinate the activity of different body systems
DefenseAntibodiesProtect the body from foreign pathogens
ContractionMyosinCarry out muscle contraction
StorageLegume storage proteins, egg white (albumin)Provide food for the early development of the embryo or the seedling

Table modified from OpenStax College, Biology.

Shape is part of the job. Globular proteins are compact; fibrous proteins are elongated. Heat, altered pH, or chemicals can disrupt folding: denaturation often reduces function without breaking peptide bonds.

One backbone, different side chains

The alpha carbon of an amino acid connects to an amino group, a carboxyl group, a hydrogen, and an R group. The R group gives each amino acid its chemical identity.

A central alpha carbon bonded to an amino group, a carboxyl group, a hydrogen atom, and a variable R group. Neutral groups are shown.
Anatomy of an amino acid OpenStax Biology, via Khan Academy · CC BY 3.0 · Original image ↗

Read the charges, not just the drawing. Near physiological pH, the amino group is usually NH₃⁺ and the carboxyl group COO⁻. The neutral groups in this diagram are a simplified drawing. With an uncharged R group, the amino acid is a zwitterion: it carries opposite charges but has no net charge.

Let the R group tell the story

Proteins commonly use 20 amino acids. Their side chains determine polarity, charge, and interactions with water.

The 20 common amino acids with side chains highlighted in blue, grouped by polarity and charge near physiological pH. Names and three-letter and one-letter codes are included.
The 20 common amino acids Dancojocari, via Wikimedia Commons and Khan Academy · CC BY-SA 3.0 · Original image ↗
Amino acid code key 20 amino acids

Three exceptions worth remembering. Glycine has only hydrogen as its side chain, making it small and flexible. Proline’s side chain loops back to its nitrogen, restricting motion and often introducing bends. Two cysteine side chains can form a covalent disulfide bond.

Beyond the usual 20

Bacterial protein synthesis often starts with fMet. Pyrrolysine occurs in some archaea and bacteria; selenocysteine occurs in organisms including humans. These are exceptions to the standard set of 20.

Link the pieces, keep the direction

A peptide bond joins the carboxyl carbon of one amino acid to the amino nitrogen of another. The overall joining reaction is represented as dehydration synthesis: water is removed as the bond forms. Hydrolysis uses water to break the bond.

Two amino acids join through a bond between a carboxyl carbon and an amino nitrogen, releasing water. The resulting chain has an amino end on the left and a carboxyl end on the right.
Forming a peptide bond Khan Academy, modified from OpenStax Biology · CC BY-NC-SA 4.0 · Original image ↗

Keep track of the two ends. The N-terminus has the free amino group; the C-terminus has the free carboxyl group. Sequences are written N-terminusC-terminus, and new residues are added at the C-terminus during synthesis.

48 terms, alphabetically ordered

AlanineAla · A
A nonpolar amino acid with a methyl side chain.
Alpha carbonα-carbon
The central carbon next to the carboxyl carbon. In a standard amino acid it binds an amino group, hydrogen, and side chain.
Amino acidamino acids
A protein building block containing amino and carboxyl groups and a characteristic side chain.
Amino groupNH₃⁺ · NH₂
A nitrogen-containing functional group. A free amino acid’s amino group is typically protonated (NH₃⁺) near physiological pH; proline’s ring nitrogen is an exception to this formula.
Antibodyantibodies
An immune protein that specifically binds a molecular target called an antigen.
ArginineArg · R
A basic amino acid with a guanidinium group, usually positively charged near physiological pH.
AsparagineAsn · N
A polar, uncharged amino acid with an amide side chain.
AspartateAsp · aspartic acid · D
An acidic amino acid whose side chain is usually negatively charged near physiological pH.
C-terminus
Carboxyl terminus: the end of a polypeptide with a free carboxyl group. Protein chains grow at this end.
Carboxyl groupCOO⁻ · COOH
An acidic functional group, COOH. In free amino acids it is usually deprotonated to COO⁻ near physiological pH.
CysteineCys · C
An amino acid with a thiol side chain. Two cysteines can form a disulfide bond.
Dehydration synthesiscondensation
Joining molecules with net removal of water; the overall reaction used to depict peptide bond formation.
Denaturation
Loss of a protein’s native shape, often with loss of function. This usually preserves the chain’s peptide bonds.
Disulfide bond
A covalent sulfur–sulfur bond formed by oxidation of two cysteine thiol groups, which can stabilize protein structure.
Enzymeenzymes
A biological catalyst that speeds a reaction without being consumed. Most enzymes are proteins.
Fibrous proteinfibrous proteins
An elongated protein, often serving a structural role; collagen is an example.
Globular proteinglobular proteins
A protein with a compact, roughly rounded shape; hemoglobin is an example.
GlutamateGlu · glutamic acid · E
An acidic amino acid whose side chain is usually negatively charged near physiological pH.
GlutamineGln · Q
A polar, uncharged amino acid with an amide side chain one carbon longer than asparagine’s.
GlycineGly · G
The smallest amino acid; its side chain is hydrogen. It is achiral and allows substantial backbone flexibility.
Hemoglobin
The oxygen-carrying protein in red blood cells, composed of four polypeptide subunits with heme groups.
HistidineHis · H
A basic amino acid with an imidazole side chain. Mostly uncharged near physiological pH, it can accept or donate protons.
Hydrolysis
Breaking a chemical bond by adding water. Peptide bond hydrolysis separates amino acid residues.
Hydrophilic
Interacting favorably with water, typically because a group is polar or charged.
Hydrophobic
Interacting poorly with water. Nonpolar side chains often gather in a soluble protein’s interior.
Insulin
A peptide hormone from pancreatic beta cells that lowers blood glucose by promoting uptake and storage and reducing glucose production.
IsoleucineIle · I
A nonpolar amino acid with a branched hydrocarbon side chain.
LeucineLeu · L
A nonpolar, hydrophobic amino acid with a branched hydrocarbon side chain.
LysineLys · K
A basic amino acid with a terminal amino group, usually positively charged near physiological pH.
Medical College Admission TestMCAT
A standardized exam used in medical school admissions, covering science, reasoning, and analysis.
MethionineMet · M
A nonpolar amino acid with sulfur in a thioether side chain. Unlike cysteine, it does not form disulfide bonds.
N-formylmethioninefMet
A modified methionine that commonly initiates protein synthesis in bacteria.
N-terminus
Amino terminus: the end of a polypeptide with a free amino group. Written first when displaying a protein sequence.
Peptide bondpeptide bonds
A covalent amide linkage between the carboxyl carbon of one amino acid and the amino nitrogen of the next.
Peptide hormonepeptide hormones
An amino-acid-based chemical messenger released by endocrine cells; insulin and glucagon are examples.
pH
A measure of acidity, defined as the negative base-10 logarithm of hydrogen ion activity. Lower pH means greater acidity; pH influences amino acid charge.
PhenylalaninePhe · F
A nonpolar amino acid with an aromatic benzyl side chain.
Polypeptidepolypeptides
A chain of amino acid residues connected by peptide bonds. A functional protein can contain one or several such chains.
ProlinePro · P
An amino acid whose side chain loops back to the backbone nitrogen, restricting rotation and often creating bends.
Pyrrolysine
A nonstandard, genetically encoded amino acid related to lysine, found in some archaea and bacteria.
R groupR groups · side chain · side chains
The variable side chain attached to an amino acid’s alpha carbon. It determines identity, polarity, charge, and chemical behavior.
Selenocysteine
A genetically encoded amino acid resembling cysteine, with selenium replacing sulfur. It occurs in some human proteins.
SerineSer · S
A polar, uncharged amino acid with a hydroxyl-containing side chain.
ThreonineThr · T
A polar, uncharged amino acid with a hydroxyl group and a methyl group on its side chain.
TryptophanTrp · W
An amino acid with a bulky aromatic indole side chain; commonly grouped as nonpolar.
TyrosineTyr · Y
An aromatic amino acid with a phenolic hydroxyl group. Usually uncharged near physiological pH.
ValineVal · V
A nonpolar, hydrophobic amino acid with a branched side chain.
Zwitterion
A molecule with both positive and negative formal charges and zero net charge. Amino acids with uncharged side chains commonly take this form near physiological pH.

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