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The Molecules of Cells… dun
     dun dahhhhh – ch 3
Organic chem -
Carbon – most versatile building block –
 why?
Tetravalence –
Where does the C in your body come from?
Valences of common atoms in orgs




  What is the bonding capacity of H?
  What is the bonding capacity of O?
  What is the bonding capacity of N?
  What is the bonding capacity of C?
Which of these would be
 improperly bonded?
Variation in C skeletons contributes to
          diversity of organic molecules
Straight, branched, closed rings, some have double bonds, triple
Isomers
• molecules w/ same molecular formula (same number and
  kinds of atoms) but diff atom arrangements (which atoms
  are attached to which and how)

  Classes of isomers: structural, geometric, enantiomers
Geometric isomers = share same covalent partnerships, but
differ in their spatial arrangements.
• Result from fact that double bonds will not allow the atoms
they join to rotate freely about the axis of the bonds.
• Subtle differences affects biological activity.
• Enantiomers = mirror images of each other.
• Can occur when 4 diff atoms or groups of atoms are bonded
   to the same carbon (asymmetric carbon).
• 2 diff spatial arrangements of the four groups around the
   asymmetric carbon. These arrangements are mirror images.
• Usually one form is biologically active and its mirror image is
   not.
How many asymmetric carbons are present?
Functional Groups
• contribute to molecular
  diversity of life
• frequently bonded to carbon
  skeleton of organic molecules.
• Have specific chemical and
  physical properties.
• Are the regions of organic
  molecules which are commonly
  chemically reactive.
• Behave consistently from one
  organic molecule to another.
• Depending upon their number
  and arrangement, determine
  unique chemical properties of
  organic molecules in which
  they occur.
Hydroxyl
- OH
• polar group
• Conveys water solubility
• Organic compounds with hydroxyl groups are called alcohols.
Carbonyl Group
-C=O
• polar group
• Conveys water solubility.
• found in sugars.
• at the end of skeleton called aldehyde.
• at the middle of skeleton called ketone
Carboxyl Group
•   polar group
•   Conveys water solubility
•   Since it donates protons, has acidic properties.
•   Compounds w/ this group are called carboxylic acids.
Amino Group
• polar group
• Conveys water solubility
• Acts as weak base. The unshared pair of electrons on the
  nitrogen can accept a proton, giving it a +1 charge.
• Organic compounds w/ this group are called amines.
Sulfhydryl Group
• Help stabilize the structure of proteins.
• Organic compounds with this functional group are called
  thiols.




         What other functional groups do you see in this
         molecule?
         Could this molecule have an enantiomer isomer?
         How do you know?
Phosphate Group
•   Loss of two protons leaves phosphate group w/ a - charge.
•   Has acid properties since it loses protons.
•   Polar group
•   Conveys water solubility
•   Important in cellular energy storage & transfer
Methyl Group


• Non polar
• Conveys hydrophobic properties
Macromolecules,
    baby!

Carbs
Lipids
Proteins
Nucleic acids
Some basics
Polymer – long molecule consisting of many similar or
  identical building blocks linked by covalent bonds
Monomer -
How do the bonds b/t monomers form?
Condensation rx or dehydration synthesis – removal of water
  from monomers
Facilitated by enzymes – speed up the rx
How do the bonds b/t monomers break?
Hydrolysis – bonds broken by addition of water
Hydro = water
Lysis = break
Ex: digestion
Enzymes facilitate
Diversity of macromolecules
26 letters make many words
40-50 monomers make many macromolecules
Key is in arrangement of monomers

Tac        Act        Cat
Carbohydrates
• Function – fuel & building mat.
• Sugars & their polymers
• simplest are monosaccharides or simple sugars.
• Disaccharides (double sugars) consist of 2 monosaccharides joined by
  condensation reaction.
• Polysaccharides - polymers of many monosaccharides.
monosaccharides
• some multiple of the unit CH2O.
• Ex: glucose = C6H12O6.
• Funcitonal groups: carbonyl group (>C=O) and multiple hydroxyl groups
  (—OH).
• names end in -ose.
•
Diversity of monosaccharides
• classified by # of carbon atoms in skeleton (3-7)
• Some are enantiomers of each other - spatial arrangement
  of their parts around asymmetric C atoms.




        Structural isomers                enantiomers
Monosaccharides cont…
• most form rings in aqueous solutions.
• major nutrients for cellular work.
Disaccharides
• glycosidic linkage to form a disaccharide via dehydration.
• Maltose - joining 2 glucose
• Sucros- joining glucose & fructose.
• Lactose - joining glucose & galactose.
Polysaccharides - storage
• Function in storage & structural roles.
• 100s – 1000s of monosaccharides joined
• Starch - plant storage polysac composed entirely of glucose
  monomers.
• Plants store surplus glucose as starch granules within plastids, including
  chloroplasts & withdraw as needed for E or C.
• Glycogen – animal storage polysac. Store 1 day supply in liver &
  muscles
Polysaccharides - structural
•   Cellulose – plant structural polysac - major component of cell walls
     – most abundant organic compound on Earth.
     – Like starch, cellulose is polymer of glucose. However, the glycosidic linkages
        in these two polymers differ.
     – Digestion... Symbiotic orgs
•   Chitin – animal structural polysac - found in the exoskeletons of arthropods
     – also provides structural support for cell walls of fungi.
Lipids
•   Consist mostly of hydrocarbon
•   Little – no affinity for H2O (water insoluble)
•   Not polymers
•   3 families
    – Fats
    – Phospholipids
    – Steroids
Fats
•   Glycerol & & fatty acid
•   Dehydration synthesis
•   Linkage – ester
•   Vary in length & the # & location of double bonds
•   Functions:
     – E storage
     – Cushions organs
     – Insulates body
2 main types of fats
1. Saturated – saturated w/ H; no double bonds
   – Animal fats
   – Solid @ room temp… why?
   – Contribute to arteriosclerosis



   Yum
    !
2 main types of fats
2. Unsaturated – not saturated w/ H; has double bonds
     Creates kink in shape @ double bond
     Liquid @ room temp
     Plants & fish
     Peanut butter? Why solid?
Phospholipids
• 1 glycerol
• 2 fatty acids
• 1 phosphate group
Phospholipids

• Amphipathic
• Major component of cell membranes
• Structure determines function
Steroids

• C skeleton consisting of 4 interconnected rings.
• Vary based on functional groups
• Cholesterol – imp. In membranes of animal cells
   – Most other steroids made from it
Proteins!
• large
• funcitons:
   – Structure (silk)
   – Storage (casein)
   – Movement (actin & myosin)
   – Defense (antibodies)
   – Regulation of metabolism
     (enzymes)
   – Transport (hemoglobin)
   – Communication (hormones)
   – receptor proteins
basics
• Monomer – amino
  acids (20 diff)
   – Vary based on R
     groups
   – Structure of aa
   – Linkage –
     peptide bond
   – Backbone
   – Aka polypeptide
Condensation
 reaction or
 dehydration
  synthesis
Conformation = 3 D shape of a
           protein molecule
Shape determines function
DNA codes for the type of aa & what order they’re
  bonded in
So…

DNA codes for which proteins you make & which
  proteins you make determines your physical
  characteristics
Proteins are so
  complex that we
   describe their
structure on 4 levels


 1.   Primary structure
 •    the seq of aa
 •    Det by DNA
 •    Sanger, insulin
Notice primary structure & backbone
Proteins are so complex
that we describe their
 structure on 4 levels
2) Secondary structure
• Pattern of folds & coils
   that result from the
   H-bonding at regular
   intervals along the
   polypeptide backbone.
• 2 types: alpha helix &
   pleated sheet
Proteins are so complex
 that we describe their
  structure on 4 levels
3) Tertiary structure
• Irregular contortions
   that result from
   bonding b/t R groups
   of the aa
• Types of bonds that
   can occur b/t R
   groups:
   – H-bonds, disulfide
     bridges, ionic,
     hydrophobic
     interactions
Proteins are so
  complex that we
   describe their
   structure on 4
       levels
4) Quaternary
   structure
• Only those
   composed of 2 or
   more polypeptide
   chains
• Overall structure
   that results from
   the aggregation of
   polypeptide chains
Emergent property?

Specific function of a protein arises from the
  architecture of the molecule
Denaturation?
• Loss of conformation of a protein
• Causes? High temps, change in salt concentration, change
  in pH
Review of levels
Nucleic Acids

•Deoxyribonucleic acid (DNA) & RNA
•Double helix
•Watson and Crick—1953
•Made of smaller molecules called
nucleotides bonded together
Relationship
between DNA
&
chromosomes?
Chromosomes
are made of
DNA!
Monomers are nucleotides
5 Different ones
•   Deoxyribose: sugar molecule
•   Phospahte group: a phosphorus atom surrounded by oxygen
•   Nitrogen containing base: molecule containing nitrogen
    adenine (A)
    guanine (G)
    cytosine (C)
    thymine (T)
Dehydration synthesis & then H-bonds
             b/t N bases
Complementary Base
           Pairing

•   Cytosine - Guanine
•   Adenine - Thymine
•   Connected by H-bonds
•   Allows DNA to make exact
    copies of itself
DNA REPLICATION




http://www.lewport.wnyric.org/jwanamaker/animations/DNA%20Repl
ication%20-%20long%20.html
Complementary Base Pairs

• TTACGGCAT base pair would be????
DNA &
 RNA
DNA & RNA Compared
          DNA           RNA
Sugar     deoxyribose   ribose
Strands   double        single
Bases     A,G,C,T       A,G,C,U
                        (uracil)
Notice the
difference
 between
   the 2
 sugars?
Sugar in DNA


Sugar in RNA
How is DNA the code for life?
• Gene – portion of DNA that codes for the making
  of polypeptide (protein)
• What makes you unique is all the particular
  proteins you make.
Ap bio ch 3 Functional Groups & Macromolecules

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Ap bio ch 3 Functional Groups & Macromolecules

  • 1. The Molecules of Cells… dun dun dahhhhh – ch 3 Organic chem - Carbon – most versatile building block – why? Tetravalence – Where does the C in your body come from?
  • 2. Valences of common atoms in orgs What is the bonding capacity of H? What is the bonding capacity of O? What is the bonding capacity of N? What is the bonding capacity of C?
  • 3. Which of these would be improperly bonded?
  • 4. Variation in C skeletons contributes to diversity of organic molecules Straight, branched, closed rings, some have double bonds, triple
  • 5. Isomers • molecules w/ same molecular formula (same number and kinds of atoms) but diff atom arrangements (which atoms are attached to which and how) Classes of isomers: structural, geometric, enantiomers
  • 6.
  • 7. Geometric isomers = share same covalent partnerships, but differ in their spatial arrangements. • Result from fact that double bonds will not allow the atoms they join to rotate freely about the axis of the bonds. • Subtle differences affects biological activity.
  • 8. • Enantiomers = mirror images of each other. • Can occur when 4 diff atoms or groups of atoms are bonded to the same carbon (asymmetric carbon). • 2 diff spatial arrangements of the four groups around the asymmetric carbon. These arrangements are mirror images. • Usually one form is biologically active and its mirror image is not.
  • 9. How many asymmetric carbons are present?
  • 10. Functional Groups • contribute to molecular diversity of life • frequently bonded to carbon skeleton of organic molecules. • Have specific chemical and physical properties. • Are the regions of organic molecules which are commonly chemically reactive. • Behave consistently from one organic molecule to another. • Depending upon their number and arrangement, determine unique chemical properties of organic molecules in which they occur.
  • 11. Hydroxyl - OH • polar group • Conveys water solubility • Organic compounds with hydroxyl groups are called alcohols.
  • 12. Carbonyl Group -C=O • polar group • Conveys water solubility. • found in sugars. • at the end of skeleton called aldehyde. • at the middle of skeleton called ketone
  • 13. Carboxyl Group • polar group • Conveys water solubility • Since it donates protons, has acidic properties. • Compounds w/ this group are called carboxylic acids.
  • 14. Amino Group • polar group • Conveys water solubility • Acts as weak base. The unshared pair of electrons on the nitrogen can accept a proton, giving it a +1 charge. • Organic compounds w/ this group are called amines.
  • 15. Sulfhydryl Group • Help stabilize the structure of proteins. • Organic compounds with this functional group are called thiols. What other functional groups do you see in this molecule? Could this molecule have an enantiomer isomer? How do you know?
  • 16. Phosphate Group • Loss of two protons leaves phosphate group w/ a - charge. • Has acid properties since it loses protons. • Polar group • Conveys water solubility • Important in cellular energy storage & transfer
  • 17. Methyl Group • Non polar • Conveys hydrophobic properties
  • 18. Macromolecules, baby! Carbs Lipids Proteins Nucleic acids
  • 19. Some basics Polymer – long molecule consisting of many similar or identical building blocks linked by covalent bonds Monomer -
  • 20. How do the bonds b/t monomers form? Condensation rx or dehydration synthesis – removal of water from monomers Facilitated by enzymes – speed up the rx
  • 21. How do the bonds b/t monomers break? Hydrolysis – bonds broken by addition of water Hydro = water Lysis = break Ex: digestion Enzymes facilitate
  • 22. Diversity of macromolecules 26 letters make many words 40-50 monomers make many macromolecules Key is in arrangement of monomers Tac Act Cat
  • 23. Carbohydrates • Function – fuel & building mat. • Sugars & their polymers • simplest are monosaccharides or simple sugars. • Disaccharides (double sugars) consist of 2 monosaccharides joined by condensation reaction. • Polysaccharides - polymers of many monosaccharides.
  • 24. monosaccharides • some multiple of the unit CH2O. • Ex: glucose = C6H12O6. • Funcitonal groups: carbonyl group (>C=O) and multiple hydroxyl groups (—OH). • names end in -ose. •
  • 25. Diversity of monosaccharides • classified by # of carbon atoms in skeleton (3-7) • Some are enantiomers of each other - spatial arrangement of their parts around asymmetric C atoms. Structural isomers enantiomers
  • 26. Monosaccharides cont… • most form rings in aqueous solutions. • major nutrients for cellular work.
  • 27. Disaccharides • glycosidic linkage to form a disaccharide via dehydration. • Maltose - joining 2 glucose • Sucros- joining glucose & fructose. • Lactose - joining glucose & galactose.
  • 28. Polysaccharides - storage • Function in storage & structural roles. • 100s – 1000s of monosaccharides joined • Starch - plant storage polysac composed entirely of glucose monomers. • Plants store surplus glucose as starch granules within plastids, including chloroplasts & withdraw as needed for E or C. • Glycogen – animal storage polysac. Store 1 day supply in liver & muscles
  • 29. Polysaccharides - structural • Cellulose – plant structural polysac - major component of cell walls – most abundant organic compound on Earth. – Like starch, cellulose is polymer of glucose. However, the glycosidic linkages in these two polymers differ. – Digestion... Symbiotic orgs • Chitin – animal structural polysac - found in the exoskeletons of arthropods – also provides structural support for cell walls of fungi.
  • 30. Lipids • Consist mostly of hydrocarbon • Little – no affinity for H2O (water insoluble) • Not polymers • 3 families – Fats – Phospholipids – Steroids
  • 31. Fats • Glycerol & & fatty acid • Dehydration synthesis • Linkage – ester • Vary in length & the # & location of double bonds • Functions: – E storage – Cushions organs – Insulates body
  • 32.
  • 33. 2 main types of fats 1. Saturated – saturated w/ H; no double bonds – Animal fats – Solid @ room temp… why? – Contribute to arteriosclerosis Yum !
  • 34.
  • 35. 2 main types of fats 2. Unsaturated – not saturated w/ H; has double bonds Creates kink in shape @ double bond Liquid @ room temp Plants & fish Peanut butter? Why solid?
  • 36. Phospholipids • 1 glycerol • 2 fatty acids • 1 phosphate group
  • 37. Phospholipids • Amphipathic • Major component of cell membranes • Structure determines function
  • 38. Steroids • C skeleton consisting of 4 interconnected rings. • Vary based on functional groups • Cholesterol – imp. In membranes of animal cells – Most other steroids made from it
  • 39. Proteins! • large • funcitons: – Structure (silk) – Storage (casein) – Movement (actin & myosin) – Defense (antibodies) – Regulation of metabolism (enzymes) – Transport (hemoglobin) – Communication (hormones) – receptor proteins
  • 40. basics • Monomer – amino acids (20 diff) – Vary based on R groups – Structure of aa – Linkage – peptide bond – Backbone – Aka polypeptide
  • 41. Condensation reaction or dehydration synthesis
  • 42.
  • 43. Conformation = 3 D shape of a protein molecule Shape determines function DNA codes for the type of aa & what order they’re bonded in So… DNA codes for which proteins you make & which proteins you make determines your physical characteristics
  • 44. Proteins are so complex that we describe their structure on 4 levels 1. Primary structure • the seq of aa • Det by DNA • Sanger, insulin
  • 46. Proteins are so complex that we describe their structure on 4 levels 2) Secondary structure • Pattern of folds & coils that result from the H-bonding at regular intervals along the polypeptide backbone. • 2 types: alpha helix & pleated sheet
  • 47.
  • 48. Proteins are so complex that we describe their structure on 4 levels 3) Tertiary structure • Irregular contortions that result from bonding b/t R groups of the aa • Types of bonds that can occur b/t R groups: – H-bonds, disulfide bridges, ionic, hydrophobic interactions
  • 49. Proteins are so complex that we describe their structure on 4 levels 4) Quaternary structure • Only those composed of 2 or more polypeptide chains • Overall structure that results from the aggregation of polypeptide chains
  • 50. Emergent property? Specific function of a protein arises from the architecture of the molecule
  • 51. Denaturation? • Loss of conformation of a protein • Causes? High temps, change in salt concentration, change in pH
  • 53. Nucleic Acids •Deoxyribonucleic acid (DNA) & RNA •Double helix •Watson and Crick—1953 •Made of smaller molecules called nucleotides bonded together
  • 55. Monomers are nucleotides 5 Different ones • Deoxyribose: sugar molecule • Phospahte group: a phosphorus atom surrounded by oxygen • Nitrogen containing base: molecule containing nitrogen adenine (A) guanine (G) cytosine (C) thymine (T)
  • 56. Dehydration synthesis & then H-bonds b/t N bases
  • 57. Complementary Base Pairing • Cytosine - Guanine • Adenine - Thymine • Connected by H-bonds • Allows DNA to make exact copies of itself
  • 59. Complementary Base Pairs • TTACGGCAT base pair would be????
  • 60.
  • 62. DNA & RNA Compared DNA RNA Sugar deoxyribose ribose Strands double single Bases A,G,C,T A,G,C,U (uracil)
  • 63. Notice the difference between the 2 sugars? Sugar in DNA Sugar in RNA
  • 64. How is DNA the code for life? • Gene – portion of DNA that codes for the making of polypeptide (protein) • What makes you unique is all the particular proteins you make.