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Chemistry of Carbon Building Blocks of Life
Why study Carbon? All of life is built on carbon  Cells ~72% H2O  ~25% carbon compounds carbohydrates lipids proteins  nucleic acids ~3% salts  Na, Cl, K…
Chemistry of Life Organic chemistry is the study of  carboncompounds C atoms are versatile building blocks bonding properties 4 stable covalent bonds H C H H H
Complex molecules assembled like TinkerToys
Hydrocarbons Combinations of C & H non-polar not soluble in H2O hydrophobic stable very little attraction between molecules a gas at room temperature methane(simplest HC)
Hydrocarbons can grow
Isomers Molecules with same molecular formula but different structures (shapes)  different chemical properties different biological functions 6 carbons 6 carbons 6 carbons
Form affects function Structural differences create important functional significance amino acid alanine L-alanine used in proteins but not D-alanine medicines L-version active but not D-version sometimes withtragic results… stereoisomers
Form affects function Thalidomide  prescribed to pregnant women in 50s & 60s  reduced morning sickness, but… stereoisomer caused severe birth defects
Diversity of molecules Substitute other atoms or groups around the carbon ethane vs. ethanol H replaced by an hydroxyl group (–OH) nonpolar vs. polar gas vs. liquid biological effects! ethanol (C2H5OH) ethane (C2H6)
Functional groups Parts of organic molecules that are involved in chemical reactions give organic molecules distinctive properties hydroxylamino carbonylsulfhydryl carboxylphosphate Affect reactivity makes hydrocarbonshydrophilic increase solubility in water
Viva la difference! Basic structure of male & female hormones is identical identical carbon skeleton attachment of different functional groups interact with different targets in the body different effects
Hydroxyl –OH organic compounds with OH = alcohols names typically end in -ol ethanol
Carbonyl C=O  O double bonded to C if C=O at end molecule = aldehyde if C=O in middle of molecule = ketone
Carboxyl  –COOH  C double bonded to O & single bonded to OH group compounds with COOH = acids fatty acids amino acids
Amino -NH2 N attached to 2 H compounds with NH2 = amines amino acids NH2 acts as base ammonia picks up H+ from solution
Sulfhydryl  –SH S bonded to H compounds with SH = thiols SH groups stabilize the structure of proteins
Phosphate  –PO4 P bound to 4 O connects to C through an O lots of O = lots of negative charge highly reactive transfers energy between organic molecules  ATP, GTP, etc.
Macromolecules Building Blocksof Life
Macromolecules Smaller organic molecules join together to form larger molecules macromolecules 4 major classes of macromolecules: carbohydrates lipids proteins nucleic acids
H2O HO H H HO HO H  Polymers Long molecules built by linking repeating building blocks in a chain  monomers building blocks repeated small units  covalent bonds Dehydration synthesis
H2O HO H H HO enzyme HO H  How to build a polymer You gotta be open to“bonding! Synthesis joins monomers by “taking” H2O out one monomer donates OH– other monomer donates H+ together these form H2O requires energy & enzymes Dehydration synthesis Condensationreaction
H2O HO H enzyme H HO H HO How to break down a polymer Breaking upis hard to do! Digestion use H2O to breakdown polymers  reverse of dehydration synthesis cleave off one monomer at a time H2O is split into H+ and OH– H+ & OH– attach to ends requires enzymes releases energy Hydrolysis Digestion
Any Questions??

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21 ch03macromolecules2010

  • 1. Chemistry of Carbon Building Blocks of Life
  • 2. Why study Carbon? All of life is built on carbon Cells ~72% H2O ~25% carbon compounds carbohydrates lipids proteins nucleic acids ~3% salts Na, Cl, K…
  • 3. Chemistry of Life Organic chemistry is the study of carboncompounds C atoms are versatile building blocks bonding properties 4 stable covalent bonds H C H H H
  • 4. Complex molecules assembled like TinkerToys
  • 5. Hydrocarbons Combinations of C & H non-polar not soluble in H2O hydrophobic stable very little attraction between molecules a gas at room temperature methane(simplest HC)
  • 7. Isomers Molecules with same molecular formula but different structures (shapes) different chemical properties different biological functions 6 carbons 6 carbons 6 carbons
  • 8. Form affects function Structural differences create important functional significance amino acid alanine L-alanine used in proteins but not D-alanine medicines L-version active but not D-version sometimes withtragic results… stereoisomers
  • 9. Form affects function Thalidomide prescribed to pregnant women in 50s & 60s reduced morning sickness, but… stereoisomer caused severe birth defects
  • 10. Diversity of molecules Substitute other atoms or groups around the carbon ethane vs. ethanol H replaced by an hydroxyl group (–OH) nonpolar vs. polar gas vs. liquid biological effects! ethanol (C2H5OH) ethane (C2H6)
  • 11. Functional groups Parts of organic molecules that are involved in chemical reactions give organic molecules distinctive properties hydroxylamino carbonylsulfhydryl carboxylphosphate Affect reactivity makes hydrocarbonshydrophilic increase solubility in water
  • 12. Viva la difference! Basic structure of male & female hormones is identical identical carbon skeleton attachment of different functional groups interact with different targets in the body different effects
  • 13. Hydroxyl –OH organic compounds with OH = alcohols names typically end in -ol ethanol
  • 14. Carbonyl C=O O double bonded to C if C=O at end molecule = aldehyde if C=O in middle of molecule = ketone
  • 15. Carboxyl –COOH C double bonded to O & single bonded to OH group compounds with COOH = acids fatty acids amino acids
  • 16. Amino -NH2 N attached to 2 H compounds with NH2 = amines amino acids NH2 acts as base ammonia picks up H+ from solution
  • 17. Sulfhydryl –SH S bonded to H compounds with SH = thiols SH groups stabilize the structure of proteins
  • 18. Phosphate –PO4 P bound to 4 O connects to C through an O lots of O = lots of negative charge highly reactive transfers energy between organic molecules ATP, GTP, etc.
  • 20. Macromolecules Smaller organic molecules join together to form larger molecules macromolecules 4 major classes of macromolecules: carbohydrates lipids proteins nucleic acids
  • 21. H2O HO H H HO HO H Polymers Long molecules built by linking repeating building blocks in a chain monomers building blocks repeated small units covalent bonds Dehydration synthesis
  • 22. H2O HO H H HO enzyme HO H How to build a polymer You gotta be open to“bonding! Synthesis joins monomers by “taking” H2O out one monomer donates OH– other monomer donates H+ together these form H2O requires energy & enzymes Dehydration synthesis Condensationreaction
  • 23. H2O HO H enzyme H HO H HO How to break down a polymer Breaking upis hard to do! Digestion use H2O to breakdown polymers reverse of dehydration synthesis cleave off one monomer at a time H2O is split into H+ and OH– H+ & OH– attach to ends requires enzymes releases energy Hydrolysis Digestion