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Lecture 2


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[Front]


What kind of compound is this ?
What kind of compound is this ?
[Back]


Ethers

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Lecture 2 - Details

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40 questions
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How can we get information from a compound?
We look at the structure (functional group, straigh chain, isoprenoids, stereochemistry and cyclicite of lipids)
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What compound is drawn in this figure and what is the R?
Akanoic acids/fatty acids and the R is a long chain
What does the biosynthesis of fatty acids look like
Keep on adding C2 units, most fatty acids have a even numbered unbrached cabron chain (aliphatic) and act as a buildingblock for i.e., alcohols and alkanes
What does the biosynthesis of alkanes look like?
Fatty acids reduced into an alkane through loss of CO2, makes it odd chained
What does the biosynthesis of ketones/alcohols look like
Loss of O (stays even) makes ketone, and O and H merge together to form alcohol (even chained for fatty alcohols)
How do fatty acids form buildingblocks for membranes
The membrane lipids orient themselved as bilayers where the apolar (hydrophobic) tails orient themselves towards eachother
Branched fatty acids, what is iso and what is anteiso
Iso = branched 1 from the end, anteiso = branched 2 from the end (mid-chain = in the middle of the chian lol)
What is an isoprenoid and which is the head end and tail end?
Building blocks of C5, continuously adding (C10 = monoterpenoids, C15 = sesquiterpenoids, C20 = diterpenoids, C25 = sesterpenoids, C30 = triterpenoids, more than C30 = polyterpenoids) Head = left, tail = right (head has the branch)
What kind of isoprenoid couplings are these
Head to tail, head to head, tail to tail
What is this triterpenoid (C30) compound and where it is found
Squalene (C30:6), 6 stands for the amount of double bonds. It is found as a contaminant often of skin grease and plastics
Phytol acts as a biomarker for .... it is a ....
Chlorophyll (and so photosynthesis/primary productivity) - diterpene alcohol
What are example of cyclic triterpenoids and how are they formed?
Steroids, hopanoids - cyclase on squalene or 2,3-oxidosqualene
What is cyclase
A cyclase is an enzyme, almost always a lyase, that catalyses a chemical reaction to form a cyclic compound --> cyclisation forms multiple rings structures that can be folded together in 3D
What is a hopene (formed through squalene-hopene cyclase) and what kind of folding does it make?
Hopene (hopanoids) = 4 cyclohexanes, 1 cyclopentane & non-sterol folding
What is this? And who make them and how?
Hopene, bacteria and without (no need of) oxygen
What is a sterol (formed through oxidosqualene lanosterol cyclase) and what kind of folding does it make
Sterol (steroids) = isoprenoid tetra(4)cyclic alcohol, 3 cyclohesanes, 1 cyclopentane, sterol folding
Who make sterols and how?
They are made by vertebrates, fungi and plants (eukaryotes!) and need oxygen to be made
Steroids are biosynthesized .... Sterols act as ....
Stereospecifically - membrane rigidifiers
What does the alpha & beta mean in the structure of cyclic triterpenoids
They stand for the R & S stereochemistry (acyclic isoprenoids
What are three examples of triterpenoids and what are their characteristic features?
Steroids (4 cyclohexane, 1 cyclopentane), hopanoids (3 cyclohexane, 1 cyclopentane) and squalene (long chaon C30 with 6 double bonds)
These are all ?
Polycyclic triterpenoids (please take a second to look at them)
What are extended hopanoids?
C35 hopanoids, very abundant in bacteria as membrane lipids (alternative to sterols in eukaryotes)
How are extended hopanoids synthesised?
Diplotene is coupled with C5 sugar leading to C35 hopanepolyols (a bacteriohopanetetrol would have 4 -OH groups)
Lipids are about 10% of total biomass. What about the other 90% ?
Carbohydrates, protains, nucleic acids and refractory biopolymers (dont get extracted)
What is the building block of proteins
Amino acids, proteins are polymers of alpha-amino acids (lipids rarely occur in polymeric forms)
What is the function of proteins?
Catalytic agent (enzyme) and structural role (collagen, keratin, etc.)
Degradation rate depend on
Exposure time, oxygen state and kind of molecule (lipids are best preserved) DNA, carbohydrates, and proteins much less.
Lipids are information rich molecules due to their
Rich and vast structural diversity from simple fatty acids to complex triterpenoids