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Organic Molecules of Living Systems (N=4) Principles of carbon chemistry Principle of polymers Hydrocarbons (book; not responsible) Organic chemistry in living systems: biochemistry Carbon metabolism and energy Minerals and vitamins (book; not responsible) Covalent Bonds and Carbon C is a unique case 612 C C C-C C–C–C C Valence electrons for C are 4 (one in each orbit of the 2nd shell) C – C: single covalent bond; share orbit + shared electron C – C – C: two covalent bonds for center carbon atom Covalent bond: energy stores (excited electron) Significance: increases diversity of carbon compounds More Principles of Carbon Chemistry: Functional Groups Features of C macromolecules • Carbon skeleton (chains, branches, rings) • Groups of atoms attached to carbon skeleton - functional groups C Hydroxyl (OH) Amino (NH2) Phosphate (PO4) phosphate (what molecule from last week/this week also had phosphate group?) C – C – OH C C C – C – NH2 C Principle of Polymers Small molecules joined together to form large molecules up to 1,000’s of carbon atoms (macromolecules) Array of combinations, each with its own unique chemistry (e.g., polarity, solution chemistry, three dimensional structure, reactivity, passage through membranes, etc.) Simple to Complex Polymers of Carbon Methane - 1 C atom Ethane – 2 C atoms Green atoms = Carbon White atoms = Hydrogen Red atoms = Nitrogen Fullerene – 60+ C atoms (Buckyballs) More Complex Carbon Polymers: Macromolecules nicotine caffeine aspirin Principle of Polymers Polymers of carbon: four major classes of macromolecules in all cells (N=4) • Carbohydrates • Proteins • Nucleic acids • Lipids Diversity of carbon polymers: effectively unbounded Question There are millions of organic compounds but only a few thousand inorganic compounds because ____? A. Organic compounds are formed by living critters B. There is more C on the Earth’s surface than most other elements C. Atoms of elements other than C never combine with themselves (e.g., oxygen never combines with another oxygen atom – O2) D. C atoms combine with up to four other atoms, notably other C atoms Question The diversity of functional features of carbon macromolecules is a consequence of ___? A. B. C. D. E. nitrogen carbon skeleton oxygen functional groups B and D Functionality of Hydrocarbons! Carbon skeleton Functional groups (e.g., hydroxyl - OH, amine group – NH2, phosphate or PO4) Organic Chemistry and Biochemistry Introduction to organic chemistry Principles of carbon chemistry Principle of polymers Organic chemistry in living systems: biochemistry Carbon metabolism and energy Organic Chemistry and Biochemistry: a Template Keys: • Structure of basic unit (monomer) • Polymer structure (i.e., macromolecule) • Functional group (e.g., OH, PO4 or NH2) Four types of carbon polymers macromolecules - in living systems (N=4) • • • • Carbohydrates Lipids Proteins Nucleic acids Biochemistry Cheat Sheet Carbohydrates • Monomer: monosaccharide (e.g., glucose or C6H12O6) • Polymer: polysaccharide • Functional unit: hydroxyl or OH- Proteins • Monomer: amino acid (peptide) • Polymer: polypeptide and protein • Functional unit: amine or NH2 Nucleic Acids • Monomer: nucleotide • Polymer: polynucleotide - DNA (deoxyribonucleic acid) and RNA (ribonucleic acid) • Functional units: organic N base, carbohydrate and phosphate (PO4) Lipids • Monomer: fatty acid + glycerol • Polymer: fats, phospholipids and steroids • Functional unit: glycerol (3 OH- groups) Biochemistry: Carbohydrates Keys Monosaccharide (monomer); Glucose (C6H12O6) Functional unit: hydroxyl or OH- Monomer Unit: Monosaccharide Polymer: Polysaccharide (Glycogen) Monomer Question Any individual sugar molecule that is a monomer of a carbohydrate macromolecule is generically called ___. A glucose B starch C monosaccharide Biochemistry Cheat Sheet Carbohydrates • Monomer: monosaccharide (e.g., glucose or C6H12O6) • Polymer: polysaccharide • Functional unit: hydroxyl or OH- Proteins • Monomer: amino acid (peptide) • Polymer: polypeptide and protein • Functional unit: amine or NH2 Nucleic Acids • Monomer: nucleotide • Polymer: polynucleotide - DNA (deoxyribonucleic acid) and RNA (ribonucleic acid) • Functional units: organic N base, carbohydrate and phosphate (PO4) Lipids • Monomer: fatty acid + glycerol • Polymer: fats, phospholipids and steroids • Functional unit: glycerol (3 OH- groups) Biochemistry: Proteins Monomer = amino acid Keys Amino acid (monomer) Polypeptide (polymer) Functional unit: amine or NH2 Polypeptide bond serine – lysine – arginine – tryptophan – glutamic acid – etc. Polymer called _____? Amino Acids: The Building Blocks of Proteins Side group makes each amino acid unique What is distinction between a polypeptide and a protein? Amino Acids Bonding • Two amino acids Forms peptide bond • Polypeptide -not functional … yet (I am getting there!) Chain of amino acids Protein – functional now! • Large molecule • Chain of amino acids Only 20 different amino acids in all living organisms Proteins: Linear Sequence of Amino Acids (Monomers) GLY Type of bond? LEU VAL LYS LEU ALA Protein Conformation (1 and 2nd) The “slinky” structure Protein Conformation (3rd & 4rd) Protein Conformation Question Proteins are made up of strings of monomers called ___. A B C D amino acids monosaccharides nucleotides lipids Question How many different amino acids appear in the proteins of all living organisms on Earth? A B C D 10 20 50 200 Question The exact sequence of amino acids that goes into a protein is called its __. A B C D primary structure secondary structure tertiary structure quaternary structure Organic Chemistry and Biochemistry Introduction to organic chemistry Principles of carbon chemistry Principle of polymers Organic chemistry in living systems: biochemistry Carbon metabolism and energy Biochemistry Cheat Sheet Carbohydrates • Monomer: monosaccharide (glucose or C6H12O6) • Polymer: polysaccharide • Functional unit: hydroxyl or OH- Proteins • Monomer: amino acid (peptide) • Polymer: polypeptide and protein • Functional unit: amine or NH2 Nucleic Acids • Monomer: nucleotide • Polymer: polynucleotide - DNA (deoxyribonucleic acid) and RNA (ribonucleic acid) • Functional units: organic N base, carbohydrate, and phosphate Lipids • Monomer: fatty acid + glycerol unit • Polymer: fats, phospholipids and steroids • Functional unit: glycerol (3 OH- groups) Special Proteins Called Enzymes: How They Work Base case for reactions to occur Without enzyme • Reactants • Products • Activation energy Energy analysis (thermodynamics) • Energy to cause reaction to occur (“hill” or activation energy) Enzyme mediated How Enzymes Work Efficacy of enzymes • “Hill” height/activation energy Mechanism • Lower the height of the “hill” • Selectivity/specificity Rate of a reaction • Absence of enzyme: minutes to hours to days to years • Presence of enzyme: 1,000 10,000 times per second! • Increase in rate > 106 orders of magnitude (1,000,000) Biochemistry Cheat Sheet Carbohydrates • Monomer: monosaccharide (glucose or C6H12O6) • Polymer: polysaccharide • Functional unit: hydroxyl or OH- Proteins • Monomer: amino acid (peptide) • Polymer: polypeptide and protein • Functional unit: amine or NH2 Nucleic Acids • Monomer: nucleotide • Polymer: polynucleotide - DNA (deoxyribonucleic acid) and RNA (ribonucleic acid) • Functional units: organic N base, carbohydrate, and phosphate Lipids • Monomer: fatty acid + glycerol unit • Polymer: fats, phospholipids and steroids • Functional unit: glycerol (3 OH- groups) Biochemistry: Nucleic Acids Keys Monomer: Nucleotides Functional units (N=3): organic N base, sugar, and phosphate Nucleic Acids as Polymers: DNA Double Helix Monomer: BASES Nucleotide A T C G Nitrogen Base Monomer: Nucleotide Biochemistry Cheat Sheet Carbohydrates • Monomer: monosaccharide (glucose or C6H12O6) • Polymer: polysaccharide • Functional unit: hydroxyl or OH- Proteins • Monomer: amino acid (peptide) • Polymer: polypeptide and protein • Functional unit: amine or NH2 Nucleic Acids • Monomer: nucleotide • Polymer: polynucleotide - DNA (deoxyribonucleic acid) and RNA (ribonucleic acid) • Functional units: organic N base, carbohydrate, and phosphate Lipids • Monomer: fatty acid + glycerol unit • Polymer: fats, phospholipids and steroids • Functional unit: glycerol (3 OH- groups) Biochemistry: Lipids Keys Monomer: Fatty acids C16-18 Functional unit: glycerol (3 OH- groups) Special Case: Cell Membranes Cell membrane • Hydrophobic (phosphate) • Hydrophilic (lipid) Lipid bilayer = cell membrane Organic Chemistry and Biochemistry Introduction to organic chemistry Principles of carbon chemistry Principle of polymers Organic chemistry in living systems: biochemistry Carbon metabolism and energy Carbon Metabolism Biosynthesis (photosynthesis) CO2 + H2O + Energy (light) CH2O + O2 (C - C Bonds/excited electron) Catabolism CH2O + O2 (C - C Bonds/excited electron) CO2 + H2O + Energy (heat + chemical energy) Key: C-C covalent bonding, which in turn is determined by electrons in the valence state, which in turn is underpinned by energy of electrons in their respective shells (remember the granola bar!) Question Hearing is a process that is best categorized as being staccato (absence of sound then bursts of sound …) What bonds are likely to be involved in hearing if sound is best characterized as being staccato? How might those bonds operate in the inner ear and brain, and what element is likely to be involved?