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Lipids. CH339K. What are lipids?. Grab bag of molecular types Common link is their hydrophobicity Fats Glycerophospholipids Sphingolipids Waxes Eicosanods Steroids And other stuff. F A T T Y A C I D S.
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Lipids CH339K
What are lipids? • Grab bag of molecular types • Common link is their hydrophobicity • Fats • Glycerophospholipids • Sphingolipids • Waxes • Eicosanods • Steroids • And other stuff
F A T T Y A C I D S
You can’t make fatty acids where the double bond is 6 carbons or closer to the end of the molecule
In living systems, the double bonds of unsaturated fatty acids are usually cis-.
Waxes Very often – fatty acid + long-chain alcohol.
Spermaceti • Largely cetyl palmitate • Large whale may have 3 tons • May function as lens in echolocation • May function as shock absorber in combat • Sank the whale ship Essex in 1820
What happens if I substitute something else for a fatty acid in a fat? Like a Phosphate?
Cardiolipin(s) Glycerol Major component of inner mitochondrial membrane (up to 20%) R groups usually c18:2
Causes platelet aggregation and vasodilation (inflammatory mediator). Important to the process of hemostasis. Important in implantation. Concentration of 10-12 M causes life threatening inflammation of the airways (asthma-like symptoms). Toxins such as fragments of destroyed bacteria induce synthesis of PAF causes drop in blood pressure reduced volume of blood pumped by the heart shock and possible death.
Archaean membrane lipids Polymers of isoprene Sulfolobus solfataricus
Sphingolipids Sphingosine by itself
Tay-Sachs – a Defect inSphingolipid Metabolism As a child with Tay-Sachs grows older, he or she may become blind, mentally retarded, paralyzed, and unresponsive to the environment. The child also may have seizures, difficulty swallowing, and difficulty breathing. Children with Tay-Sachs disease rarely live beyond 4 or 5 years of age.
Tay-Sachs – a Defect inSphingolipid Metabolism Mutation in lysosomal enzyme Hexosaminidase A
Bile Salts Bile salts are steroid acids
Derivatives of ArachidonicAcid • Leukotrienes – conjugated double bonds • vasoconstrictors • Thromboxanes – 6-membered ring • Clot formation • Prostaglandins – 5-membered ring • Many functions • Inflammatory response • Vasodilators • Pyogenic Prostacyclin
Eicosanoid functions • Prostaglandins have 5- or 6-membered ring • Short-range hormones mediating (among other things) pain and inflammation, uterine contraction • Prostacyclins have a double ring structure • Inhibit clotting, vasodilators • Thromboxanes are made in platelets, contain oxygen in the ring • Vasoconstrictors, hypertensives, aggregate platelets • Leukotrienes have 3 conjugated double bonds • Asthmatic, allergic, and inflammatory responses
NSAIDs like aspirin, ibuprofen, and naproxen inhibit eicosanoid formation