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Molecular Biology 1-3

         put together by: Linda Fahlberg-Stojanovska

    Disclaimer: I put these together for my kid for his smartphone.
 However, I found most images had very small type and increased the
font size. I am posting it because another teacher might find this useful.
                       The sources are given.
     If I have used anything illegally, write me and I will take it off.
Contents
• Carbohydrates
• Lipids
• Amino Acids
Carbohydrates = Saccharides
• The term carbohydrate = saccharide in biochemistry.
• The carbohydrates (saccharides) are divided into four
  chemical groupings:
   – monosaccharides = simple sugar
   – disaccharides (2 simple sugars)
   – oligosaccharides (3-6 simple sugars) and
   – polysaccharides (>6 simple sugars = macromolecule)

• monosaccharides and disaccharides = sugars
Carbohydrates = Saccharides
•   A carbohydrate is an organic compound; it consists only of carbon,
    hydrogen, and oxygen.
•   General formula is: Cm(H2O)n with H:O atom ratio of 2:1 (like water).
•   However, there are exceptions to this. One common example would
    be deoxyribose, a component of DNA, which has the empirical
    formula C5H10O4.
•   Carbohydrates are not technically hydrates of carbon. Structurally it
    is more accurate to view them as polyhydroxy aldehydes and
    ketones.
•   Monosaccharides and disaccharides are called sugars and are
    “small molecules”; polysaccharides are large or “macromolecules”.
Chirality
• Chiral molecule is NOT superposable on its mirror
  image.
   – It lacks an internal plane of symmetry and thus is not
     superposable on its mirror image.
   – Chiral molecules usually have an asymmetric carbon atom.


      An achiral (non-chiral,
    symmetric) molecule and its
    enantiomer (mirror image).


                                   http://en.wikipedia.org/wiki/Chirality_%28chemistry%29
Monosaccharide = Simple Sugar
• Monosaccharides or simple sugars are the most basic
  units of biologically important carbohydrates.
• Monosaccharides are monomers. They are used to build
  disaccharides such as sucrose and polysaccharides (such as
  cellulose and starch).
• Usually colorless, water-soluble, crystalline solids.
• Examples: glucose, fructose, galactose, xylose and ribose.
• Further, each carbon atom that supports a hydroxyl group
  (except for the first and last) is chiral, giving rise to a number
  of isomeric forms all with the same chemical formula.
• For instance, galactose and glucose are both aldohexoses,
  but have different chemical and physical properties.
Monosaccharide = Simple Sugar




  glucose           fructose
Monosaccharides - Chirality




glucose            galactose
Disaccharides
• A disaccharide is the carbohydrate formed when two
  monosaccharides undergo a condensation reaction and
  bind together in one molecule.
• As we shall see, a condensation reaction is a
  synthesis or anabolic reaction that releases water.
• Common disaccharides are sucrose, lactose and
  maltose.
• As we shall see, the bond formed between the 2 simple
  sugars of a disaccharide is called a glycosidic bond.
Disaccharide – Maltose α(1-4)
      glucose                  glucose




                 H2O

      maltose




                disaccharide glycosidic bond
Lipids
• Lipid is a group of naturally occurring molecules
   – fats = triglycerides
   – steroids
      • steroid hormones
      • subgroup sterols (example: chloresterol)
   – phospholipids
   – fat-soluble vitamins (such as vitamins A, D, E, and K),
   – monoglycerides,
   – diglycerides
   – others.
Lipids
The main biological functions of lipids include
   • energy storage
     fat (adipose tissue)
   • structural components of cell membranes
     phospholipids, cholesterol, ...
   • important signaling molecules
     steroid hormones, prostaglandins
Lipids – Classification 1




          http://www.fao.org/docrep/field/003/AB470E/AB470E03.htm
Fatty Acids



Fatty acid is
  simplest lipid




        http://www.biochem.arizona.edu/classes/bioc462/462a/NOTES/LIPIDS/Lipids.html
Fats = Triglycerides
• All fats are derivatives of fatty acids and glycerol.
• The molecules are called triglycerides, which are
  esters of glycerol and 3 fatty acids.
• an ester is molecule formed from the reaction of the
   – carboxylic acid and an
   – organic alcohol

 If “straightened”, the fatty acids would
 each be a horizontal line; the glycerol
 "backbone" would be the vertical line
 that joins the 3 horizontal lines.


                                            http://en.wikipedia.org/wiki/Fat
Esters Glycerol + Fatty Acids


     The
 hydrophobic
   tail of a
phospholipid
  •glycerol
•2 fatty acids




                 http://www.mhhe.com/biosci/pae/botany/uno/graphics/uno01pob/vrl/
Glycerol (3-C alcohol)
• Glycerol is an alcohol with multiple hydroxyl OH groups.
• The glycerol backbone is central to all glyceride lipids.




                                       http://en.wikipedia.org/wiki/Glycerol
Keywords
• An alcohol is an organic compound in which the hydroxyl
  functional group (-OH) is bound to a carbon atom and
  this carbon center is saturated, having single bonds to three
  other atoms.
• Alkanes (saturated hydrocarbons) compounds that have
  only hydrogen and carbon atoms and have ONLY single
  bonds (saturated compounds). The simplest alkane is
  methane CH4.
• Cycloalkanes (naphthenes) are types of alkanes that
  have one or more rings of carbon atoms (all with single
  bonds). Steroids have four cycloalkane rings.
Steroids
• Steroid is an organic compound with a characteristic
  arrangement of four cycloalkane rings
• The core of steroids is ≥17 carbon atoms bonded
  together:
   – 3 cyclohexane rings A, B, C and 1 cyclopentane ring D
   – steroids vary by functional groups
     attached to this four ring core and
     by the oxidation state of the rings
• Examples:
   – Hormones and sterols




                                         http://en.wikipedia.org/wiki/Steroid
Steroids




http://www.emc.maricopa.edu/faculty/farabee/biobk/biobookchem2.html
Steroids – Sterols - Cholesterol
• Sterols are special forms of steroids,
  •   with a hydroxyl group at position-3 and
  •   a skeleton derived from cholestane
• Examples: Vitamin D and Cholesterol




                http://www.cytochemistry.net/cell-biology/membrane_intro.htm
Cholesterol
• Cholesterol = build and maintain membranes
   – hydroxyl group on cholesterol interacts with the polar head
     groups of the membrane phospholipids and sphingolipids,
   – bulky steroid and the hydrocarbon chain are embedded in
     the membrane, alongside the nonpolar fatty acid chain of
     the other lipids.
• Cholesterol reduces the permeability of the plasma
  (cell) membrane so only neutral solutes, protons H+ and
  sodium ions can pass through.
Cholesterol
• Within cell membrane, cholesterol also functions
  intracellular transport, cell signaling and nerve
  conduction.
• Within cells, cholesterol is the precursor molecule.
• Cholesterol is an important precursor for the synthesis of
  vitamin D and for the steroid hormones.
• In the liver, cholesterol is contained in bile.
Cholesterol - Steroid Hormones
• Steroid hormones are derived from cholesterol
   • Sex hormones
– Progesterone
– Testosterone
– Estradiol
   • Aldosterone
   • Cortisol
Membrane Lipids
• Membrane lipids are lipids in the cell membrane.
  Ex: phospholipids, glycolipids, and cholesterol




                                                                            25
            http://publications.nigms.nih.gov/insidethecell/chapter1.html
Phospholipid




                                            26
http://en.wikipedia.org/wiki/Phospholipid
Bile – Digestion of Lipids
• Bile is mostly of water (85%) and bile salts (10%)
• Bile salts solubilize fats in the digestive tract and aid
  in the intestinal absorption of fat molecules as well as
  the fat-soluble vitamins, A, D, E, and K.


           Bile salts
          surround fat
           (lipid) to
          solubilize it.




                           http://en.wikipedia.org/wiki/Bile
Amino acids
Amino acids are molecules containing an amine group, a
carboxylic acid group, and a side-chain that is specific to
each amino acid.
The key elements of an amino acid are
        carbon, hydrogen, oxygen, and nitrogen.




   Structure of an
     amino acid



                                                                                    28
                    http://www.hcc.mnscu.edu/chem/V.27/amino_acid_structure_2.jpg
Amino acids - Glysine




Side chain = H so it is smallest of the 20 amino acids
•Its codons are GGU, GGC, GGA, GGG
•M = 75 g/mol. Solubility=250 mg/ml
•Not essential. Can be manufactured artificially and in the body.
•Glycine is a colourless, sweet-tasting crystalline solid.
•It is achiral (not chiral); all other amino acids are chiral.
•It can fit into hydrophilic or hydrophobic environments, due to its
two hydrogen atom side chain.

                                                                       29
http://www.daviddarling.info/encyclopedia/G/glycine.html
Amino acids - Lysine




•   Lysine is an essential amino acid,
    (human body cannot synthesize it).
•   Lysine's codons are AAA and AAG.
•   Lysine is a base




                                         30
Amino acids - 1




                                                 31
http://www.geneinfinity.org/sp/sp_aaprops.html
Amino acids - 2




                                                 32
http://www.geneinfinity.org/sp/sp_aaprops.html

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Molecular Biology 1-3

  • 1. Molecular Biology 1-3 put together by: Linda Fahlberg-Stojanovska Disclaimer: I put these together for my kid for his smartphone. However, I found most images had very small type and increased the font size. I am posting it because another teacher might find this useful. The sources are given. If I have used anything illegally, write me and I will take it off.
  • 3. Carbohydrates = Saccharides • The term carbohydrate = saccharide in biochemistry. • The carbohydrates (saccharides) are divided into four chemical groupings: – monosaccharides = simple sugar – disaccharides (2 simple sugars) – oligosaccharides (3-6 simple sugars) and – polysaccharides (>6 simple sugars = macromolecule) • monosaccharides and disaccharides = sugars
  • 4. Carbohydrates = Saccharides • A carbohydrate is an organic compound; it consists only of carbon, hydrogen, and oxygen. • General formula is: Cm(H2O)n with H:O atom ratio of 2:1 (like water). • However, there are exceptions to this. One common example would be deoxyribose, a component of DNA, which has the empirical formula C5H10O4. • Carbohydrates are not technically hydrates of carbon. Structurally it is more accurate to view them as polyhydroxy aldehydes and ketones. • Monosaccharides and disaccharides are called sugars and are “small molecules”; polysaccharides are large or “macromolecules”.
  • 5. Chirality • Chiral molecule is NOT superposable on its mirror image. – It lacks an internal plane of symmetry and thus is not superposable on its mirror image. – Chiral molecules usually have an asymmetric carbon atom. An achiral (non-chiral, symmetric) molecule and its enantiomer (mirror image). http://en.wikipedia.org/wiki/Chirality_%28chemistry%29
  • 6. Monosaccharide = Simple Sugar • Monosaccharides or simple sugars are the most basic units of biologically important carbohydrates. • Monosaccharides are monomers. They are used to build disaccharides such as sucrose and polysaccharides (such as cellulose and starch). • Usually colorless, water-soluble, crystalline solids. • Examples: glucose, fructose, galactose, xylose and ribose. • Further, each carbon atom that supports a hydroxyl group (except for the first and last) is chiral, giving rise to a number of isomeric forms all with the same chemical formula. • For instance, galactose and glucose are both aldohexoses, but have different chemical and physical properties.
  • 7. Monosaccharide = Simple Sugar glucose fructose
  • 9. Disaccharides • A disaccharide is the carbohydrate formed when two monosaccharides undergo a condensation reaction and bind together in one molecule. • As we shall see, a condensation reaction is a synthesis or anabolic reaction that releases water. • Common disaccharides are sucrose, lactose and maltose. • As we shall see, the bond formed between the 2 simple sugars of a disaccharide is called a glycosidic bond.
  • 10. Disaccharide – Maltose α(1-4) glucose glucose H2O maltose disaccharide glycosidic bond
  • 11. Lipids • Lipid is a group of naturally occurring molecules – fats = triglycerides – steroids • steroid hormones • subgroup sterols (example: chloresterol) – phospholipids – fat-soluble vitamins (such as vitamins A, D, E, and K), – monoglycerides, – diglycerides – others.
  • 12. Lipids The main biological functions of lipids include • energy storage fat (adipose tissue) • structural components of cell membranes phospholipids, cholesterol, ... • important signaling molecules steroid hormones, prostaglandins
  • 13. Lipids – Classification 1 http://www.fao.org/docrep/field/003/AB470E/AB470E03.htm
  • 14. Fatty Acids Fatty acid is simplest lipid http://www.biochem.arizona.edu/classes/bioc462/462a/NOTES/LIPIDS/Lipids.html
  • 15. Fats = Triglycerides • All fats are derivatives of fatty acids and glycerol. • The molecules are called triglycerides, which are esters of glycerol and 3 fatty acids. • an ester is molecule formed from the reaction of the – carboxylic acid and an – organic alcohol If “straightened”, the fatty acids would each be a horizontal line; the glycerol "backbone" would be the vertical line that joins the 3 horizontal lines. http://en.wikipedia.org/wiki/Fat
  • 16. Esters Glycerol + Fatty Acids The hydrophobic tail of a phospholipid •glycerol •2 fatty acids http://www.mhhe.com/biosci/pae/botany/uno/graphics/uno01pob/vrl/
  • 17. Glycerol (3-C alcohol) • Glycerol is an alcohol with multiple hydroxyl OH groups. • The glycerol backbone is central to all glyceride lipids. http://en.wikipedia.org/wiki/Glycerol
  • 18. Keywords • An alcohol is an organic compound in which the hydroxyl functional group (-OH) is bound to a carbon atom and this carbon center is saturated, having single bonds to three other atoms. • Alkanes (saturated hydrocarbons) compounds that have only hydrogen and carbon atoms and have ONLY single bonds (saturated compounds). The simplest alkane is methane CH4. • Cycloalkanes (naphthenes) are types of alkanes that have one or more rings of carbon atoms (all with single bonds). Steroids have four cycloalkane rings.
  • 19. Steroids • Steroid is an organic compound with a characteristic arrangement of four cycloalkane rings • The core of steroids is ≥17 carbon atoms bonded together: – 3 cyclohexane rings A, B, C and 1 cyclopentane ring D – steroids vary by functional groups attached to this four ring core and by the oxidation state of the rings • Examples: – Hormones and sterols http://en.wikipedia.org/wiki/Steroid
  • 21. Steroids – Sterols - Cholesterol • Sterols are special forms of steroids, • with a hydroxyl group at position-3 and • a skeleton derived from cholestane • Examples: Vitamin D and Cholesterol http://www.cytochemistry.net/cell-biology/membrane_intro.htm
  • 22. Cholesterol • Cholesterol = build and maintain membranes – hydroxyl group on cholesterol interacts with the polar head groups of the membrane phospholipids and sphingolipids, – bulky steroid and the hydrocarbon chain are embedded in the membrane, alongside the nonpolar fatty acid chain of the other lipids. • Cholesterol reduces the permeability of the plasma (cell) membrane so only neutral solutes, protons H+ and sodium ions can pass through.
  • 23. Cholesterol • Within cell membrane, cholesterol also functions intracellular transport, cell signaling and nerve conduction. • Within cells, cholesterol is the precursor molecule. • Cholesterol is an important precursor for the synthesis of vitamin D and for the steroid hormones. • In the liver, cholesterol is contained in bile.
  • 24. Cholesterol - Steroid Hormones • Steroid hormones are derived from cholesterol • Sex hormones – Progesterone – Testosterone – Estradiol • Aldosterone • Cortisol
  • 25. Membrane Lipids • Membrane lipids are lipids in the cell membrane. Ex: phospholipids, glycolipids, and cholesterol 25 http://publications.nigms.nih.gov/insidethecell/chapter1.html
  • 26. Phospholipid 26 http://en.wikipedia.org/wiki/Phospholipid
  • 27. Bile – Digestion of Lipids • Bile is mostly of water (85%) and bile salts (10%) • Bile salts solubilize fats in the digestive tract and aid in the intestinal absorption of fat molecules as well as the fat-soluble vitamins, A, D, E, and K. Bile salts surround fat (lipid) to solubilize it. http://en.wikipedia.org/wiki/Bile
  • 28. Amino acids Amino acids are molecules containing an amine group, a carboxylic acid group, and a side-chain that is specific to each amino acid. The key elements of an amino acid are carbon, hydrogen, oxygen, and nitrogen. Structure of an amino acid 28 http://www.hcc.mnscu.edu/chem/V.27/amino_acid_structure_2.jpg
  • 29. Amino acids - Glysine Side chain = H so it is smallest of the 20 amino acids •Its codons are GGU, GGC, GGA, GGG •M = 75 g/mol. Solubility=250 mg/ml •Not essential. Can be manufactured artificially and in the body. •Glycine is a colourless, sweet-tasting crystalline solid. •It is achiral (not chiral); all other amino acids are chiral. •It can fit into hydrophilic or hydrophobic environments, due to its two hydrogen atom side chain. 29 http://www.daviddarling.info/encyclopedia/G/glycine.html
  • 30. Amino acids - Lysine • Lysine is an essential amino acid, (human body cannot synthesize it). • Lysine's codons are AAA and AAG. • Lysine is a base 30
  • 31. Amino acids - 1 31 http://www.geneinfinity.org/sp/sp_aaprops.html
  • 32. Amino acids - 2 32 http://www.geneinfinity.org/sp/sp_aaprops.html