Prostaglandins
Lecture 39 – Chapter 26 : Lipids
O
O
O
HO
OH
• Terpene biosynthesis and examples
Lecture 39 – Chapter 27 : Amino acids and nucleic acids
HO
OH
HO
OH
prostaglandin E1
• Amino acids – definition and structure
OH
prostaglandin F1α
α
• Acid-base behaviour – zwitterions
• Synthesis of amino acids
OH
• Synthesis of peptides
O
arachidonic acid
Terpene biosynthesis and examples
Biosynthetic pathway - Biochemistry
OH
Vitamin A
β-Carotone
OPP
(-H+)
OPP
isopentyl
dimethylallyl
pyrophosphate pyrophosphate
OPP
Geranyl pyrophosphate
Transfer of information in protein expression
mRNA
transcription
Double-stranded DNA
Chapter 27 – amino acids and nucleic acids
Protein
translation
X-ray crystal structure of peanut lectin bound to C-lactose (Kishi et. Al.)
1
Proteins are made up of α -amino acids
O
H2N
NH2
OH
O
H2N
NH2
OH
N
H
glycine
(achiral)
O
NH2
OH
O
O
glutamine
(polar sidechain)
tryptophan
(non-polar sidechain)
HO
OH
O
O
glutamic acid
(acidic sidechain)
N
OH
NH2
HN
histidine
(basic sidechain)
α-amino acids exist as zwitterions
O
Ribbons and
coils represent
amino acid
sequences in α helical or β -sheet
arrangements
O
O
H3N
O
NH3
N
H
• Important when considering structure at different pH
• Useful for separating amino acids and peptides by
SDS-PAGE
Synthesis of amino acids
Wednesday
Hell-Volhardt-Zelinsky
O
O
NH3 in H2O
• Chapter 27 – Amino acids, peptides, proteins and nucleic acids
O
OH
NH3
Br
racemic syntheses
• Labs – clean up and check out
Strecker Synthesis
O
NH4Cl
H
NaCN
H
CN
NH2
H3 O+, ∆
O
O
NH3
2