SLIDE 1 Lecture 39 – Chapter 26 : Lipids
- Amino acids – definition and structure
- Acid-base behaviour – zwitterions
- Synthesis of amino acids
- Synthesis of peptides
Lecture 39 – Chapter 27 : Amino acids and nucleic acids
- Phospholipids and the lipid bilayer
- Prostaglandins
- Terpene biosynthesis and examples
SLIDE 2
Fatty acid biosynthesis
H3C O S ACP O S ACP O O H3C O O S ACP S-acetoacetyl-ACP "Claisen" reduction NADPH H3C OH O S ACP S-3-hydroxybutanoyl-ACP elimination H3C O S ACP S-2-butenoyl-ACP NADPH, H3O+ reduction H3C O S ACP S-butanoyl-ACP
carbon chain extended by 2, can go up to C16, C18, C20 iteratively
SLIDE 3
Phospholipids and the lipid bilayer
O O O H H H O O n n P O O O N phosphatidylcholine
SLIDE 4
Prostaglandins
prostaglandin E1 O O OH OH HO prostaglandin F1α
α
HO O OH OH HO O OH arachidonic acid
SLIDE 5
Terpene biosynthesis and examples
OPP OPP OH (-H+) OPP Vitamin A β β-Carotone dimethylallyl pyrophosphate isopentyl pyrophosphate Geranyl pyrophosphate
SLIDE 6
Transfer of information in protein expression mRNA Protein
Double-stranded DNA transcription translation
SLIDE 7
Chapter 27 – amino acids and nucleic acids
X-ray crystal structure of peanut lectin bound to C-lactose (Kishi et. Al.)
SLIDE 8
Proteins are made up of α α-amino acids
H2N O OH glycine (achiral) NH2 N H O OH tryptophan (non-polar sidechain) NH2 O H2N O OH glutamine (polar sidechain) NH2 O HO O OH glutamic acid (acidic sidechain) NH2 HN N O OH histidine (basic sidechain
SLIDE 9 α α-amino acids exist as zwitterions
H3N O O NH3 N H O O
- Important when considering structure at different pH
- Useful for separating amino acids and peptides by
SDS-PAGE
SLIDE 10
Synthesis of amino acids
O OH Br O H H NH2 CN NH4Cl NaCN O O NH3 O O NH3 NH3 in H2O racemic syntheses Hell-Volhardt-Zelinsky Strecker Synthesis H3O+, ∆ ∆
SLIDE 11 Wednesday
- Chapter 27 – Amino acids, peptides, proteins and nucleic acids
- Labs – clean up and check out
