BackComprehensive Study Notes: Carbohydrates, Lipids, Proteins, and Nucleic Acids
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ense.Chapter 13: Carbohydrates
Types of Carbohydrates
Carbohydrates are organic molecules composed of carbon, hydrogen, and oxygen. They are classified based on the number of sugar units present.
Monosaccharides: Simple sugars containing a single sugar unit (e.g., glucose, fructose).
Disaccharides: Composed of two monosaccharide units joined by a glycosidic bond (e.g., sucrose, lactose).
Polysaccharides: Large molecules formed by the polymerization of many monosaccharide units (e.g., starch, cellulose).
Example: Glucose (monosaccharide), maltose (disaccharide), amylose (polysaccharide).
Stereoisomers and Chirality
Stereoisomers are compounds with the same molecular formula and sequence of bonded atoms, but different three-dimensional orientations.
Optical isomers (enantiomers): Non-superimposable mirror images due to the presence of a chiral carbon.
Chiral carbon: A carbon atom attached to four different groups.
Achiral compound: A molecule that is superimposable on its mirror image.
Example: D- and L-glucose are enantiomers.
Classification of Monosaccharides
By number of carbons: Triose (3C), tetrose (4C), pentose (5C), hexose (6C), etc.
By carbonyl group: Aldose (aldehyde group), ketose (ketone group).
Combined: Aldotriose (e.g., glyceraldehyde), ketotetrose (e.g., erythrulose).
D and L Enantiomers
Monosaccharides exist as D- and L- forms, based on the configuration around the chiral carbon farthest from the carbonyl group. Only D-sugars are commonly found in nature.
Haworth Projections and Anomers
Haworth projections represent the cyclic structure of monosaccharides. The anomeric carbon is the carbon derived from the carbonyl group during ring formation.
α-anomer: The OH group on the anomeric carbon is trans to the CH2OH group.
β-anomer: The OH group on the anomeric carbon is cis to the CH2OH group.
Free anomeric carbon: If the anomeric carbon's OH is not involved in a glycosidic bond, it is considered free.
Important Monosaccharides
Name
Carbons
Chiral Carbons
Aldose/Ketose
D/L
Glucose
6
4
Aldose
D
Fructose
6
3
Ketose
D
Galactose
6
4
Aldose
D
Important Disaccharides
Name
Monosaccharide Components
Glycosidic Bond
Reducing/Nonreducing
Maltose
Glucose + Glucose
α(1→4)
Reducing
Lactose
Glucose + Galactose
β(1→4)
Reducing
Sucrose
Glucose + Fructose
α,β(1→2)
Nonreducing
Important Polysaccharides
Name
Monosaccharide Component
Glycosidic Bond
Branched?
Digestible?
Amylose
Glucose
α(1→4)
No
Yes
Amylopectin
Glucose
α(1→4), α(1→6)
Yes
Yes
Glycogen
Glucose
α(1→4), α(1→6)
Yes (more than amylopectin)
Yes
Cellulose
Glucose
β(1→4)
No
No (humans lack cellulase)
Reducing and Nonreducing Sugars
Reducing sugars: Contain a free anomeric carbon capable of acting as a reducing agent (e.g., glucose, maltose, lactose).
Nonreducing sugars: Both anomeric carbons are involved in glycosidic bonds (e.g., sucrose).
Chapter 15: Lipids
General Properties and Classification
Lipids are a diverse group of hydrophobic, nonpolar molecules, insoluble in water but soluble in organic solvents.
Fatty acids: Long, straight-chain carboxylic acids with an even number of carbons.
Steroids: Lipids with a characteristic four-ring structure.
Fatty Acids
Saturated fatty acids: No double bonds; straight chains (e.g., stearic acid).
Monounsaturated fatty acids: One double bond (e.g., oleic acid).
Polyunsaturated fatty acids: Two or more double bonds (e.g., linoleic acid).
Geometric isomerism: Naturally occurring unsaturated fatty acids are usually cis-isomers.
Essential fatty acids: Polyunsaturated fatty acids that must be obtained from the diet (e.g., linoleic acid, α-linolenic acid).
Triacylglycerols (Triglycerides)
Esters formed from glycerol and three fatty acids.
Fats: Solid at room temperature, higher in saturated fatty acids.
Oils: Liquid at room temperature, higher in unsaturated fatty acids.
Chemical Properties of Triacylglycerols
Hydrogenation: Addition of hydrogen to unsaturated bonds, converting oils to fats.
Hydrolysis: Breakdown into glycerol and fatty acids (e.g., during digestion).
Saponification: Hydrolysis with a base to produce soap and glycerol.
Steroids
Characterized by a four-fused ring structure.
Cholesterol: Contains hydroxyl, alkyl, and double bond functional groups; precursor to bile salts and steroid hormones.
Comparison Table
Type
Structure
Function
Triacylglycerols
Glycerol + 3 fatty acids (ester bonds)
Energy storage
Fatty acids
Long hydrocarbon chain + carboxylic acid
Building blocks, energy
Steroids
Four fused rings
Hormones, membrane structure
Chapter 16: Proteins
Amino Acids
Contain a central (α) carbon attached to an amino group (–NH2), carboxyl group (–COOH), hydrogen atom, and an R group (side chain).
The R group determines the identity and properties of the amino acid.
Classification of Amino Acids
Nonpolar: Hydrophobic side chains (e.g., leucine).
Polar neutral: Uncharged polar side chains (e.g., serine).
Polar acidic: Side chains with carboxylic acid groups (e.g., aspartic acid).
Polar basic: Side chains with amino groups (e.g., lysine).
Essential Amino Acids
Cannot be synthesized by the body; must be obtained from the diet.
Complete foods: Contain all essential amino acids (e.g., eggs, meat).
Incomplete foods: Lack one or more essential amino acids (e.g., most plant proteins).
Protein Structure
Primary structure: Sequence of amino acids linked by peptide (amide) bonds.
Peptide bond: Amide linkage between the carboxyl group of one amino acid and the amino group of another.
N-terminus: Free amino group at one end of the peptide chain.
C-terminus: Free carboxyl group at the other end.
Dipeptide, tripeptide, tetrapeptide: Chains of 2, 3, or 4 amino acids, respectively.
Secondary Structure
α-helix: Right-handed coil stabilized by hydrogen bonds.
β-sheet: Sheet-like arrangement stabilized by hydrogen bonds.
Triple helix: Three polypeptide chains woven together (e.g., collagen).
Hydrogen bonding is the main stabilizing force.
Tertiary Structure
Three-dimensional folding due to interactions between R groups:
Hydrophobic interactions
Hydrophilic interactions
Disulfide bonds
Salt bridges
Hydrogen bonds
Quaternary Structure
Association of two or more polypeptide chains.
Difference from tertiary: Tertiary is the folding of a single chain; quaternary involves multiple chains.
Denaturation of Proteins
Loss of secondary, tertiary, or quaternary structure without breaking peptide bonds (primary structure remains intact).
Enzymes
Biological catalysts, usually proteins.
Have optimum temperature and pH for activity.
Chapter 17: Nucleic Acids
Components of DNA and RNA
Bases: Purines (adenine, guanine), pyrimidines (cytosine, thymine in DNA; uracil in RNA).
Sugars: Deoxyribose (DNA), ribose (RNA).
Phosphoric acid: Forms the backbone via phosphodiester bonds.
Differences Between DNA and RNA
Feature
DNA
RNA
Sugar
Deoxyribose
Ribose
Bases
A, T, G, C
A, U, G, C
Strands
Double
Single
Function
Genetic storage
Protein synthesis, regulation
Nucleoside and Nucleotide
Nucleoside: Base + sugar.
Nucleotide: Base + sugar + phosphate group.
Nucleic Acid Sequence
DNA strands are complementary: A pairs with T, G pairs with C.
RNA: A pairs with U, G pairs with C.
Given a DNA sequence, the complementary strand can be written by base pairing rules.
3’ Hydroxy End and 5’ Phosphate End
Nucleic acid strands have directionality: 5’ end (phosphate group), 3’ end (hydroxyl group).
DNA Replication
Process by which DNA makes a copy of itself before cell division.
RNA and Types of RNA
mRNA (messenger RNA): Carries genetic code from DNA to ribosome.
tRNA (transfer RNA): Brings amino acids to ribosome during translation.
rRNA (ribosomal RNA): Structural and catalytic component of ribosomes.
Transcription and Translation
Transcription: Synthesis of RNA from a DNA template.
Translation: Synthesis of proteins from mRNA sequence.
Genetic code: Triplet codons in mRNA specify amino acids.
Mutations
Changes in the DNA sequence.
Types: Substitution, insertion, deletion, frameshift, silent, missense, nons