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Organic Chemistry
Study of carbon-containing compounds
Not all carbon compounds are from living organisms
E.g., an E. coli cell contains over 6,000 organic compounds
Proteins (15%)
Nucleic acids (7%)
cPolysaccharides (3%)
Lipids (2%)
Impacts everyday items
E.g., fossil fuels, dyes, drugs, plastics, food, clothing
“chemistry of carbon and its covalent bonds”
focuses on carbon’s covalent bonds
Organic Compounds
Compounds that contain carbon
Many are produced by or related to living organisms, some are not
Carbon containing compounds > non-carbon containing compounds
Some are very large and complex
Some contains thousands of atoms
Carbon
Primary requisite for all living organisms
Valence: 4 (can bond to 4 elements)
Uniqueness of Carbon
Lies in the ability of its atom to bond to each other to form a multitude of compounds
Amorphous Carbon
a type of carbon that is found in soot
Used in inks, paints, rubber products, cores of dry cell batteries
Black soot formed when a material containing carbon is burned with insufficient oxygen to burn completely
Aka lampblack, gas black, channel black, and carbon black
Graphite
a type of carbon that is soft, used as a lubricant (in a formed coke, used in steel production) and in pencil “lead”
Diamond
a type of carbon that is hardest known material
Used in jewelry (natural) and tools (artificially produced)
Single Bond
a carbon bond where there is one pair of shared electrons
Double Bond
a carbon bond where there are two pairs of shared electrons
Triple Bond
a carbon bond where there are three pairs of shared electrons
Long Carbon Chains
lead to various molecular states
Cyclic Compounds
Carbon atoms form rings
E.g., Benzene (C6H6) with six carbon and hydrogen atoms
Long Carbon Chains | Long Chain
a type of long carbon chain that is for liquids or solids
Long Carbon Chains | Short Chain
a type of long carbon chain that is for gases
Inorganic Chemistry
Non-carbon chemical reactions
Biochemistry
Study of biology at the molecular level
A branch of organic chemistry
Focuses on biomolecules in living organisms
E.g., carbohydrates, lipids, proteins, and nucleic acids
Includes vitamins, enzymes, hormones, and energy molecules like ATP
Chemistry of living cells, chemistry of life, chemistry of living organisms
Involves study of the biomolecules that are present within living organisms
Cells function like a factory:
Machinery
Enzymes
Nutrients for energy
Manufacturing
Importance of Biochemistry
Biochemical reactions are central to all cellular activities
Biomolecules define living organisms:
Complex structure
Energy utilization
Self-replication
Introduction to organic chemistry is necessary for understanding biomolecules
Nutrients and Cell Function | Humans
Absorb nutrients from food (carbohydrates, fats, nucleic acids, proteins)
Nutrients broken down, rearranged within cells to build necessary compounds
Nutrients and Cell Function | Microorganisms
Absorb nutrients directly, used in metabolic reactions for energy and structure
Carbohydrates
Made of carbon, hydrogen, and oxygen in a 1:2:1 ratio (CH2O)
Type of Carbohydrates | Monosaccharides
a type of carbohydrates that is simple sugars
E.g., glucose (most important, hexose, C6H12O6), fructose, triose, pentoses, and hexoses
Sugars composed of only one ring
Type of Carbohydrates | Disaccharides
a type of carbohydrates that is formed by two monosaccharides
E.g., sucrose (glucose + fructose), lactose (glucose + galactose), and maltose (glucose + glucose)
Double-ringed sugars
Formed by dehydration synthesis
Type of Carbohydrates | Polysaccharides
a type of carbohydrates that is composed of chains of monosaccharides
E.g., starch, glycogen (common storage molecules, found in liver and muscles), cellulose
Some are insoluble in water because they are so large
2 main functions:
Store energy
2Provide a “tough” molecule for structural support and protection
Glucose
a monosaccharide that may occur as a chain/alpha/beta ring and is the main source energy for body cells
Functions of Carbohydrates | Energy Storage
a function of carbohydrates that has glycogen (animals) and starch (plants)
Functions of Carbohydrates | Structural Support
a function of carbohydrates that has bacterial peptidoglycan in cell walls and cellulose in plant and algal cell walls (providing strength and protection)
Type of Carbohydrates by Size | Monosaccharides
a type of carbohydrates by size that refers to simple-ring sugar
e.g., glucose, fructose
Type of Carbohydrates by Size | Disaccharides
a type of carbohydrates by size that refers to double-ring sugar
formed by dehydration synthesis
Type of Carbohydrates by Size | Trisaccharides, Tetrasaccharides, and Polysaccharides
a type of carbohydrates by size that refers to a composed of multiple monosaccharides
ATP and Energy
Glucose serves as main energy source for cells, oxidized to produce ATP
ATP contains high-energy phosphate bonds, fueling metabolic reactions
Complex Carbohydrates and Microbial Cell Walls | Polysaccharides
a complex carbohydrate that provides storage function in cells as energy reserve
Provide structural strength and protection:
Bacterial capsules prevent phagocytosis by white blood cells
Cellulose in plants/algae aids in environmental resistance
Complex Carbohydrates and Microbial Cell Walls | Unique Polysaccharides
Cellulose is indigestible for humans but provides structural support in plants
Decomposed by specialized microorganisms
E.g., protozoa in termites
Starch and Glycogen Structures
they are long, helical, or branched polymers of glucose
α-glycosidic bonds
enzymes break these bonds which enables animals to digest starch and glycogen
Use of Cellulose | Plant-based cellulose
cellulose fibers are used to make proper, cotton, linen, and rope
Use of Cellulose | Cellulose fibers
cellulose that are strong, rigid, and insoluble due to parallel strands
Complex Carbohydrates and Specialized Macromolecules | Polysaccharides + Other Groups
Combine with amines, lipids, and amino acids to form complex macromolecules
E.g.,
Glucosamine and galactosamine
Found in connective tissue, cartilage, and chitin
Chitin
Composes exoskeletons of insects, spiders, crabs, and fungal cell walls
Complex Carbohydrates and Specialized Macromolecules | Bacterial Cell Walls
Composed of peptidoglycan layer
Peptidoglycan Layer
Made of amino sugars and polypeptides
Provides structural rigidity and protection for bacterial cells
Consists of a repeating disaccharide, attached by polypeptides to form a lattice that surrounds and protects the entire bacterial cell
Lipids
Essential biomolecules, insoluble in water but soluble in fat solvents (e.g., ether, chloroform, and benzene)
Functions:
Key components of cell membranes, energy storage, and signaling
Type of Fatty Acid | Saturated Fatty Acid
a type of fatty acid that has single bonds, solid at room temperature
e.g., butter
Type of Fatty Acid | Monounsaturated Fatty Acids
a type of fatty acid that has one double bond in the carbon chain
E.g., olive oil, peanuts
Type of Fatty Acid | Polyunsaturated Fatty Acid
a type of fatty acid that has two or more double bonds, usually liquid at room temperature
e.g., corn oil, safflowers, sunflowers
Type of Fatty Acid | Essential Fatty Acids
a type of fatty acid that cannot be synthesized by the body
Obtained from diet
E.g., Omega-3 fatty acid
Type of Fatty Acid | Trans Fat
a type of fatty acid that is manufactured by the artificial addition of hydrogen atoms to unsaturated fats (hydrogeneration)
Solid or semisolid fats (often incorporated into food products)
Must be avoided because of their harmful effects on cholesterol levels and their link to heart disease
Fatty Acid
Building blocks of lipids
Long-chain carboxylic acids that are insoluble in water
Classes of Lipids | Waxes
a class of lipid that has long-chain alcohols + fatty acids
Waterproof coating on plants and animal fur
Mycobacterium tuberculosis uses waxes in cell walls for protection
Classes of Lipids | Fats and Oils (Triglycerides)
a class of lipid that is composed of glycerol + three fatty acids
Fats are solid at room temperature
Oils are liquid at room temperature
Most common types of lipids
Classes of Lipids | Phospholipids
a class of lipid that contains glycerol, fatty acids, and phosphate group
Lipid Bilayer in cell membranes
Hydrophilic heads
Hydrophobic tails
has 2 types
glycerophospolipids
sphingolipids
Classes of Lipids | Glycolipids
a class of lipid that is found in brain and myelin sheaths
Define blood groups
Glycerol + 2 fatty acids + monosaccharide
E.g., cerebrosides and gangliosides
Classes of Lipids | Steroids
a class of lipid that has four-ring structures, include cholesterol, bile salts, vitamins (A, D, E, K) and hormones (e.g., testosterone, estrogens)
Classes of Lipids | Prostaglandins and Leukotrienes
a class of lipid that is derived from arachidonic acid
regulate inflammation, blood pressure, fever, and lung muscle contraction
Phospholipids | Glycerophospholipids
a type of phospholipid that is most abundant lipid in cell membranes
Phospholipids | Sphingolipids
a type of phospholipid that is found in brain and nerve tissues
Lipids’ Roles in Cell Membranes | Phospholipids
has a role in cell membrane where they form the cell membrane’s structure
Lipids’ Roles in Cell Membranes | Steroids and Glycolipids
has a role in cell membrane where they add rigidity and communication properties
Lipids’ Roles in Cell Membranes | Gram-negative bacteria
has a role in cell membrane where they are known to be a unique lipid in the outer membrane called lipopolysaccharide (LPS) which contains endotoxin (Lipid-A), linked to fever and septic shock
Proteins
Essential biomolecules (most essential chemicals in all living cells), often called the substance of life
Polymers of amino acids
Functions
Structural roles (membranes, cells, tissues)
Biochemical regulation (enzymes, hormones)
Composition
Carbon, hydrogen, nitrogen, and sometimes sulfur
Amino Acids
23 types (20 primary + 3 derived), with essential amino acids that must come from the diet
Essential Amino Acids
these cannot be synthesized and must be integrated with diet
General Structure of Amino Acids
it has a central carbon with an amino group, carboxyl group, hydrogen, and a variable “R” group
Peptide Bond
bond that forms between amino acids through dehydration synthesis
Type of Peptide | Dipeptide
a type of peptide that has 2 amino acids
Type of Peptide | Tripeptide
a type of peptide that has 3 amino acids
Type of Peptide | Polypeptide
a type of peptide that has a chain of multiple amino acids (more than 3 amino acids)
Level of Protein Structure | Primary Structure
a level of protein structure that refers to linear sequence of amino acids
Level of Protein Structure | Secondary Structure
a level of protein structure that refers to helices or sheets formed by hydrogen bonding
Helices or sheets are result of charged side chains protruding from the carbon-nitrogen backbone of the molecule
e.g., fibrous proteins like keratin, collagen, myosin, and microtubules and microfilaments of cells
Level of Protein Structure | Tertiary Structure
a level of protein structure that refers to three-dimensional folding (globular proteins) stabilized by disulfide bonds and hydrogen bonding between 2 sulfur groups
E.g., enzymes, insulin, albumin (eggs)
Level of Protein Structure | Quaternary Structure
a level of protein structure that refers to multiple polypeptide chains linked
two or more polypeptide chains bonded together by hydrogen and disulfide bonds (results in 3D)
E.g., hemoglobin (consists of 4 globular myoglobins)
Example of Protein Type | Fibrous Proteins
a type of protein that is insoluble, structure
e.g., keratin, collagen
Example of Protein Type | Globular Proteins
a type of protein that is soluble, functional
e.g., enzymes, hormones, antibodies
Enzyme
Proteins that accelerate biochemical reactions without being consumed
Protein molecules produced by living cells as “instructed” by genes on the chromosomes
Almost every reaction in the cell requires the presence of a specific enzyme
acts on a specific substrate (specific molecule on which an enzyme acts)
Structure of Enzyme | Apoenzyme
an enzyme structure that refers to the protein portion, inactive alone (can function as enzyme after linking up with a nonprotein cofactor)
Structure of Enzyme | Cofactor
an enzyme structure that refers to the non-protein component (metal ions or coenzymes like vitamins)
Structure of Enzyme | Holoenzymes
an enzyme structure that refers to the active enzyme formed by apoenzyme + cofactor
Functions of Enzyme | Catalysis
a function of enzyme which pertains to the enzymes lower activation energy, controlling reaction speed
Functions of Enzyme | Denaturation
a function of enzyme which pertains to heat or chemicals can disrupt protein structure, causing loss of function
Functions of Enzyme | Toxins and Enzyme Inhibition
a function of enzyme which pertains to certain toxins (e.g., cyanide) bind to enzyme cofactors, inhibiting ATP synthesis and energy production, leading to cellular death
Nucleic Acids
Essential biomolecules, contains DNA (deoxyribonucleic acid) and RNA (ribonucleic acid)
Fourth major group of biomolecules in living cells
Critical to the proper functioning of a cell
Composition of Nucleic Acid
a macromolecule that is composed of elements carbon (C), hydrogen (H), oxygen (O), nitrogen (N), and phosphorus (P)
Nucleic Acid Roles | DNA
a nucleic acid that has a role for storage of genetic information and instructions for cellular processes
Nucleic Acid Roles | RNA
a nucleic acid that has a role for converting genetic instructions into protein and other gene products
DNA’s Function
Known as hereditary molecule
Contains genes
Forms the main component of chromosomes
Encodes instructions for the development, functioning, and reproduction of cells
RNA’s Function
Acts as a messenger, transferring DNA instructions to the cellular machinery for protein synthesis
has 3 types
mRNA
rRNA
tRNA
Type of RNA | Messenger RNA (mRNA)
a type of RNA that carries genetic instructions from DNA to ribosomes
Type of RNA | Ribosomal RNA (rRNA)
a type of RNA that is a structural component of ribosomes, facilitates protein synthesis
Type of RNA | Transfer RNA (tRNA)
a type of RNA that transport amino acids to ribosomes during protein synthesis
Nucleotides
Basic units, the building blocks of nucleic acids
Each consists of 3 main components
Nitrogenous base (Adenine, Guanine, Cytosine, Thymine for DNA; Uracil for RNA)
Pentose sugar (Deoxyribose in DNA and ribose in RNA)
Phosphate group
Polymer Formation
Nucleotides link together via covalent bonds between their sugar and phosphate groups
Forms long strands of nucleic acids, with DNA strands being 100,000 + nucleotides long
Type of Nitrogenous Base | Purines
a type of nitrogenous base that is double-ring structures
Adenine, Guanine
Type of Nitrogenous Base | Pyrimidines
a type of nitrogenous base that is single-ring structures
Cytosine, Thymine, Uracil
Base Pairing Rules | DNA Base Pairs
a base pair rule that states Adenine pairs with Thymine (A-T) via 2 hydrogen bonds, and Guanine pairs with Cytosine (G-C) via 3 hydrogen bonds
Base Pairing Rules | RNA Base Pairs
a base pair rule that states Adenine pairs Uracil (A-U), and Guanine pairs with Cytosine (G-C)
DNA Structure | Double-Helix Formation
DNA strands form a double helix (through bonding), resembling a twisted ladder
Base pairs (A-T, G-C) are connected by hydrogen bonds, stabilizing the structure
DNA Structure | Helical Configuration
The structure provides a compact, stable form that protects genetic information
Allows for efficient storage and replication of DNA
DNA Replication
its purpose is to ensure that each daughter cell receives an identical copy of DNA
Key Enzyme in DNA Replication Process | DNA Helicase and DNA Toposiomerase
an enzyme during the DNA replication process which unzips the DNA double helix/separation of the two strands of the two DNA molecule
Key Enzyme in DNA Replication Process | Primase
an enzyme during the DNA replication process which synthesizes short RNA primers
Key Enzyme in DNA Replication Process | DNA Ligase
an enzyme during the DNA replication process which connects fragments of newly synthesized DNA
Replication Fork
refers to the point on the molecule where DNA replication starts
Process of DNA Replication | Strand Separation
first step of DNA replication process where the DNA strands unwind and separate at the replication work
Addition of correct DNA nucleotides