Chapter 5: The Structure and Function of Large Biological Molecules

Concept 5.1: Macromolecules are polymers, built from monomers

  • Macromolecule definition: a large molecule composed of thousands of covalently connected atoms

  • Polymer definition: a long molecule consisting of many similar building blocks (monomers)

  • Four classes of large biological molecules in living organisms: carbohydrates, lipids, proteins, and nucleic acids

  • Monomers are the building blocks from which polymers are constructed

  • In cells, small organic molecules are joined to form larger macromolecules

  • Molecular structure and function are inseparable: structure determines function and vice versa

  • Synthesis and breakdown of polymers:

    • Condensation reaction (dehydration reaction): two monomers bond with loss of water

    • Enzymes: macromolecules that speed up dehydration reactions

    • Polymers can be disassembled to monomers by hydrolysis, the reverse reaction

  • The Synthesis and Breakdown of Polymers Animation (conceptual reference)

  • Diversity of polymers:

    • Each cell has thousands of different macromolecules

    • Macromolecules vary among cells, within species, and between species

    • A vast variety of polymers can be built from a small set of monomers

Concept 5.2: Carbohydrates serve as fuel and building material

  • Carbohydrates include sugars and the polymers of sugars

  • Monosaccharides: simple sugars, building blocks of carbohydrates

  • Polysaccharides: polymers of sugars; storage and structural roles

  • Monosaccharides as fuels and raw materials for building other molecules

  • Carbohydrate monomers and polymers are linked by glycosidic linkages

  • Monosaccharides are the harbor for energy storage and quick cellular fuel

  • Monosaccharides are classified by:

    • The location of the carbonyl group: aldose (aldehyde) or ketose (ketone)

    • The number of carbons in the carbon skeleton

  • Sugars: general facts

    • Monosaccharide formulas are usually multiples of
      extCH2extOext{CH}_2 ext{O}

    • Glucose formula: extC<em>6extH</em>12extO6ext{C}<em>6 ext{H}</em>{12} ext{O}_6

  • Examples of monosaccharides (common in biology):

    • Hexoses: glucose, galactose, fructose (glucose and galactose are aldoses; fructose is a ketose)

    • Pentoses: ribose, deoxyribose

    • Triose: glyceraldehyde

  • Monosaccharides in aqueous solution often form rings rather than linear structures

  • Functions of monosaccharides:

    • Major fuel for cells

    • Raw material for building other molecules

  • Disaccharides: formed when dehydration reaction joins two monosaccharides; glycosidic linkage

  • Examples of disaccharides and linkages:

    • Sucrose: glucose + fructose; linkage type: 1–2 glycosidic linkage

    • Maltose: glucose + glucose; linkage type: 1–4 glycosidic linkage

  • Polysaccharides (polymers of sugars): storage and structural roles

  • Storage polysaccharides:

    • Starch (plants): storage of glucose; granules in chloroplasts and other plastids

    • Glycogen (animals): storage of glucose in liver and muscle cells

  • Structural polysaccharides:

    • Cellulose (plants): polymer of glucose, but with beta (β) linkages; major component of plant cell walls

    • Chitin (arthropods and fungi): structural polysaccharide; exoskeletons in arthropods and fungal cell walls

  • Key structural distinction between starch and cellulose: α‑glucose vs β‑glucose linkages lead to different shapes

    • Polymers with α glucose tend to be helical; β glucose form straight chains capable of hydrogen bonding between parallel strands

    • This bonding yields microfibrils, which are strong building materials for plants

  • Figure references (conceptual):

    • Fig. 5-4: forms of glucose (linear and ring forms)

    • Fig. 5-7: starch vs cellulose linkages and ring conformations

    • Fig. 5-8: cellulose microfibrils

  • Digestive and ecological notes:

    • Enzymes that digest starch hydrolyze α-linkages but not β-linkages in cellulose

    • In humans, cellulose passes through digestive tract as insoluble fiber

    • Some microbes can digest cellulose; many herbivores rely on symbiotic microbes for cellulose digestion

Concept 5.3: Lipids are a diverse group of hydrophobic molecules and are not macromolecules

  • Lipids do not form polymers

  • Unifying feature: lipids have little or no affinity for water; hydrophobic due to nonpolar covalent bonds in hydrocarbon chains

  • Major lipid classes:

    • Fats (triacylglycerols or triglycerides)

    • Phospholipids

    • Steroids

  • Fats:

    • Constructed from glycerol and fatty acids

    • Glycerol: a three-carbon alcohol: extC<em>3extH</em>8extO3ext{C}<em>3 ext{H}</em>8 ext{O}_3

    • Fatty acid: carboxyl group attached to a long carbon skeleton; general formula extRCOOHext{R-COOH}

    • A fat consists of glycerol linked to three fatty acids via ester linkages (a dehydration/condensation process) forming a triacylglycerol

  • Synthesis of a fat (Fig. 5-11):

    • Dehydration reaction forms ester linkages between glycerol and fatty acids

    • Resulting fat molecule: triacylglycerol (triglyceride)

  • Fatty acids vary in length and in the number and positions of double bonds

    • Saturated fatty acids: maximum number of hydrogens; no double bonds

    • Unsaturated fatty acids: one or more double bonds (present as cis bonds in naturally occurring fats)

    • Hydrogenation can convert unsaturated fats to saturated fats and can create trans double bonds

  • Health implications:

    • Diet rich in saturated fats may contribute to cardiovascular disease via plaque formation

    • Hydrogenation produces trans fats, which may contribute more to cardiovascular disease

  • The major functions of fats:

    • Energy storage in animals

    • Adipose tissue provides organ cushioning and insulation.

    • Phospholipids: Glycerol + two hydrophobic fatty acids + hydrophilic phosphate head. Form cell membrane bilayers in water.

    • Steroids: Lipids with four fused carbon rings; Cholesterol is vital for animal membranes but high levels can be detrimental.

    • Lipids Summary: Not polymers, hydrophobic, crucial for structure, energy storage, membranes, and signaling.

    Concept 5.4: Proteins have many structures, resulting in a wide range of functions
    • Proteins comprise over 50% of cell dry mass, performing diverse roles: enzymatic, structural, storage, transport, hormonal, receptor, movement, and defense.

    • Key Functions Examples: Digestive enzymes, collagen, hemoglobin, insulin, antibodies, actin/myosin.

    • Protein Structure Levels:

      • Primary: Unique sequence of amino acids.

      • Secondary: Coils (α-helix) and folds (β-pleated sheet) from hydrogen bonds along the backbone.

      • Tertiary: 3D shape stabilized by R-group interactions.

      • Quaternary: Multiple polypeptide chains associating.

    • Enzymes: Proteins that speed up chemical reactions, reusable 'workhorses'.

    • Amino Acids: 20 standard types; basic structure is amino group (extNH2ext{-NH}*2), carboxyl group (extCOOHext{-COOH}), R group, and α-carbon. R groups determine properties.

    • Peptide Bonds: Covalent bonds linking amino acids via dehydration, forming the protein backbone.

    • Protein Folding: Amino acid sequence dictates 3D structure, which determines function.

    • Sickle-cell disease: A single amino acid change in hemoglobin alters its structure and oxygen function.

    • Denaturation: Loss of a protein's active structure due to environmental factors (pH, temp, salt), rendering it inactive. Some proteins can renature.

    • Chaperonins: Proteins that assist in proper folding of other proteins.

    • Structure Determination Methods: X-ray crystallography, NMR spectroscopy, Bioinformatics.

    Concept 5.5: Nucleic acids store and transmit hereditary information
    • Genes: Units of inheritance, program polypeptide sequences.

    • Nucleic acids: Polynucleotides (DNA and RNA).

    • Roles:

      • DNA replicates itself, directs mRNA synthesis, and controls protein synthesis at ribosomes.

      • Central Dogma: DNA → RNA → protein.

    • Nucleic Acid Structure:

      • Polynucleotides: Nucleotides linked by phosphodiester bonds forming a sugar–phosphate backbone with nitrogenous bases.

      • Nucleotide: Nitrogenous base + pentose sugar + phosphate group.

      • Nucleoside: Nitrogenous base + sugar.

    • Nitrogenous Bases:

      • Purines: Adenine (A), Guanine (G) (two-ring).

      • Pyrimidines: Cytosine (C), Thymine (T) in DNA, Uracil (U) in RNA (single-ring).

    • Sugars: Deoxyribose (DNA) vs. Ribose (RNA).

    • DNA Double Helix: Two antiparallel polynucleotide strands. Bases pair via hydrogen bonds: A-T (2 bonds) and G-C (3 bonds).

    • DNA as a Chronicle: Sequence similarity reflects evolutionary relationships; used to assess kinship.

    • Gene Expression: DNA transcribed to mRNA (nucleus); mRNA translated to proteins (ribosomes).

    Additional themes and cross-cutting ideas
    • Emergent properties: New properties arise at higher levels of biological organization.

    • Evolution: DNA sequence similarity indicates evolutionary relatedness among species.

    • Recall Check: Understand major macromolecules, linkages (glycosidic), fat types (saturated/unsaturated, cis/trans), protein structure levels, and nucleic acid components (pyrimidines/purines, nucleosides/nucleotides, ribose/deoxyribose, 5'/3' ends).

  • Phospholipids:

    • Structure: glycerol with two fatty acids (hydrophobic tails) and a phosphate-containing head (hydrophilic)

    • In water, phospholipids self-assemble into a bilayer with hydrophobic tails inward and hydrophilic heads outward

    • The bilayer forms the core of cell membranes

  • Steroids:

    • Lipids with a carbon skeleton of four fused rings

    • Cholesterol: an important membrane component in animals; essential but high levels in blood can contribute to cardiovascular disease

  • Summary of lipids:

    • Not true polymers

    • Hydrophobic

    • Important structural and energy storage roles; membranes and signaling molecules

Concept 5.4: Proteins have many structures, resulting in a wide range of functions

  • Proteins account for more than 50% of the dry mass of most cells

  • Protein functions include:

    • Enzymatic: catalyzing chemical reactions

    • Structural: support for cells and tissues (e.g., collagen, keratin)

    • Storage: amino acids as reservoirs

    • Transport: carrying substances (e.g., hemoglobin)

    • Hormonal and receptor signaling: coordination of activities and responses

    • Movement: motor proteins (e.g., actin and myosin)

    • Defense: antibodies protecting against disease

  • Table 5-1 overview of protein functions (selected examples):

    • Enzymatic proteins: digestive enzymes

    • Structural proteins: silk fibers; collagen and elastin; keratin

    • Storage proteins: ovalbumin, casein

    • Transport proteins: hemoglobin

    • Hormonal proteins: insulin

    • Receptor proteins: receptors in nerve membranes

    • Contractile proteins: actin and myosin

    • Defensive proteins: antibodies

  • Protein structure levels (Fig. 5-19, 5-20, 5-21):

    • Primary structure: unique sequence of amino acids in a protein

    • Secondary structure: regular coils and folds (α-helix and β-pleated sheet) formed by hydrogen bonds along the backbone

    • Tertiary structure: three-dimensional shape stabilized by interactions among R groups (side chains)

    • Quaternary structure: association of two or more polypeptide chains into a single macromolecule

  • Enzymes:

    • Proteins that act as catalysts to speed up chemical reactions

    • Enzymes can be reused; function as workhorses in cellular processes

  • Amino acids:

    • 20 standard amino acids used to build proteins

    • Basic structure: amino group (–NH2), carboxyl group (–COOH), and an R group (side chain) attached to the central carbon (α-carbon)

    • R groups give amino acids distinctive properties (polar, nonpolar, acidic, basic; Fig. 5-UN1 and 5-17 family classifications)

  • Peptide bonds:

    • Covalent bonds linking amino acids in a chain

    • Formed by a dehydration reaction between the carboxyl group of one amino acid and the amino group of the next

    • Backbone: repeating sequence of N–Cα–C atoms; side chains (R) extend outward

  • Protein structure and folding (Fig. 5-21, 5-21a–g):

    • The amino acid sequence determines a protein’s three-dimensional structure

    • The structure determines the protein’s function

  • Case study: Sickle-cell disease (Fig. 5-22):

    • A single amino acid substitution in hemoglobin changes the protein’s quaternary structure and function

    • Normal hemoglobin vs sickle-cell hemoglobin generates different shapes and oxygen-carrying capabilities

  • Denaturation and renaturation:

    • Denaturation: loss of a protein’s native structure due to changes in pH, salt concentration, temperature, or other factors

    • Denatured proteins are biologically inactive

    • Renaturation (renaturation): some proteins can regain function when conditions return to normal

  • Protein folding in the cell:

    • Predicting a protein’s structure from its primary sequence is difficult

    • Proteins likely pass through several states before reaching a stable structure

    • Chaperonins: protein machines that assist proper folding of other proteins

  • Chaperonins (Fig. 5-24):

    • Hollow cylinder with a cap

    • Unfolded polypeptide enters the cylinder; cap closes and reshapes the environment to promote folding

    • Cap opens and the folded protein is released

  • Methods to determine protein structure:

    • X-ray crystallography: determines structure from diffraction patterns of crystallized proteins

    • Nuclear magnetic resonance (NMR) spectroscopy: determines structure without crystallization

    • Bioinformatics: uses computer programs to predict structure from amino acid sequences

  • Conceptual takeaway: structure–function relationship is central to understanding biology; structure emerges from sequence and cellular environment

Concept 5.5: Nucleic acids store and transmit hereditary information

  • Genes: units of inheritance; programs amino acid sequences of polypeptides

  • Nucleic acids are the polymers called polynucleotides

  • Two types of nucleic acids: DNA and RNA

  • Roles:

    • DNA provides directions for its own replication

    • DNA directs synthesis of messenger RNA (mRNA), and through mRNA, controls protein synthesis

    • Protein synthesis occurs in ribosomes

  • DNA and RNA roles in the central dogma: DNA → RNA → protein

  • Structure of nucleic acids:

    • Polynucleotides: nucleotides linked by phosphodiester bonds forming a sugar–phosphate backbone with nitrogenous bases as appendages

    • Each nucleotide consists of a nitrogenous base, a pentose sugar, and a phosphate group

    • The portion of a nucleotide without the phosphate is a nucleoside

  • Nucleoside and nucleotides:

    • Nucleoside: nitrogenous base + sugar

    • Nucleotide: nucleoside + phosphate group

  • Nitrogenous bases:

    • Purines: adenine (A) and guanine (G) (two-ring structures)

    • Pyrimidines: cytosine (C), thymine (T) (DNA), uracil (U) (RNA) (single-ring structures)

  • Sugars:

    • Deoxyribose (DNA) vs ribose (RNA)

  • Nucleotide polymers:

    • Adjacent nucleotides are joined by covalent bonds between the 3' hydroxyl of one nucleotide and the 5' phosphate of the next

    • Backbone: sugar–phosphate units; nitrogenous bases extend as side groups

    • Sequence of bases along a DNA or mRNA polymer is unique for each gene

  • DNA double helix:

    • Two polynucleotides spiraling around an axis in an antiparallel arrangement (5' → 3' and 3' → 5' directions)

    • Nitrogenous base pairing via hydrogen bonds: A pairs with T (or U in RNA) and G pairs with C

    • A–T pairs form two hydrogen bonds; G–C pairs form three hydrogen bonds

  • DNA as a molecular chronicle of life:

    • Linear nucleotide sequences are passed from parents to offspring

    • Two closely related species have more similar DNA than distant relatives

    • Molecular biology can be used to assess evolutionary relationships

  • Protein synthesis and gene expression are guided by nucleic acids:

    • DNA is transcribed to mRNA in the nucleus; mRNA is translated into proteins at ribosomes

  • Notable figures and terms (conceptual references):

    • Fig. 5-26 series: mRNA synthesis, movement to cytoplasm, ribosome involvement

    • Fig. 5-27 series: nucleoside, nucleotide, and polynucleotide components; end designations (5' and 3' ends)

    • Fig. 5-28: general comparison of sugar–phosphate backbones and base pairing

Additional themes and cross-cutting ideas

  • Emergent properties in the chemistry of life:

    • Higher levels of organization yield new properties not present at lower levels

    • Organization is central to the chemistry of life

  • Evolution and molecular biology:

    • DNA sequence similarity reflects evolutionary relatedness

    • Molecular data provide a tape measure of kinship among organisms

  • Quick recall check (from the review prompts):

    • Four major classes of macromolecules and their monomers/polymers

    • Glycosidic linkages: monosaccharides, disaccharides, polysaccharides

    • Saturated vs unsaturated fats; cis vs trans isomers; hydrogenation implications

    • Four levels of protein structure and how structure determines function

    • Pyrimidines vs purines; nucleosides vs nucleotides; ribose vs deoxyribose; 5' vs 3' ends of nucleotides

(Note: All specific examples and figures referenced in the slides are summarized to capture key concepts, relationships, and definitions relevant to Chapter 5.)

Here are some questions about proteins based on your notes:

  1. What are the diverse roles that proteins perform in cells, and can you provide an example for each role listed in the notes?

  2. Describe the four levels of protein structure (primary, secondary, tertiary, and quaternary) and explain what stabilizes each level.

  3. What are amino acids, and what is their basic structure? How do R groups determine the distinctive properties of amino acids?

  4. Explain how peptide bonds are formed and what they contribute to the protein's backbone.

  5. What is protein denaturation, what external factors can cause it, and what happens to a denatured protein's biological activity?

  6. How does a single amino acid substitution, as seen in sickle-cell disease, impact the structure and function of a protein like hemoglobin?

  7. What are chaperonins, and what is their function in protein folding? Describe their mechanism.