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Steroids
characteristic 17-carbon ring system
The biosynthesis of all steroid hormones starts from
cholesterol
fatty acids
Carboxylic acid with a long hydrocarbon chains
If the hydrocarbon chain contains only C−C single bonds, the faƩy acid is
saturated
If the chain contains at least one C=C double bond, the fatty acid is
unsaturated
when a fatty acid is mixed with a base
the carboxylic acid ionizes and H20 is a byproduct
what is soap
salt of a fatty acid
partial hydrogenation
a deficient amount of H2 and/or a weaker hydrogenation
catalyst is used resulting in only some of the double bonds being hydrogenated.
• The result will be a mixture of products: cis-unsaturated (highest percent),
saturated fatty acid (smallest percent) and trans-unsaturated (small percent)
lowest to highest melting point fatty acids
polyunsaturated < cis-monounsaturated < trans-monounsaturated < saturated
waxes
ester made from the condensation between a long chain alcohol and a fatty acid
saponification of a wax
breaking apart a wax back to fatty acid and alcohol using strong base
the carboxylic acid will ionize
triglycerides
(fats and oils) are triesters made from the condensation reaction
of glycerol (a tri-alcohol) with three fatty acids (which may or may not all be the same).
glycerol
triglycerides wit strong base
will separate glycerol backbone and ionize carboxylic acid of fatty acids
phospholipids
long nonpolar
hydrophobic chains and a hydrophilic ionized phosphate group
contain an ionized phosphate group (PO4)
usually bonded to an amino
alcohol such as ethanolamine, choline or serine via a phosphoester bond.
phosphate and ionized ethanolamine
phosphate and ionized choline
phosphate and ionized serine
Glycerophospholipids
glycerol backbone, 2 esters from fatty acids, and ionized phosphate, and amino alcohol
Sphingomyelin
another type of phospholipid found in animal cell membranes, especially
around the membranous myelin sheath that surround nerve cell axons
one fatty acid, sphingosine + amino alcohol + phosphate
what does the green represent
sphingosine backbone