21. Classification of lipids. Non-hydrolyzable lipids. Terpenes and steroids. Examples of biologically significancant compounds: β -carotene, retinol (vitamin A). Retinal – visual perception in humans. Cholesterol and D group vitamins. Sex hormones. Bile acids.
Topic 21 of 26 in the MU Plovdiv syllabus for Chemistry (Medicine, Year 1). The free AceMed note covers it in 12 sections, about 1,152 words (8 min of reading), with 39 flashcards.
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Isoprene and isoprenoid lipids.
Isoprenoids
Acyclic and cyclic terpenes.
Comparison of Mono- vs. Dicyclic Terpenes:
Carotenoids.
Fat-soluble vitamins (A, E and K) - biological functions.
Isoprenoid lipids.
Steroids - definition, structure and classification.
Cholesterol - biological synthesis.
Cholesterol transport complexes.
Statins
Vitamins of group D - biological function.
Isoprene and isoprenoid lipids.
Formula: C5H8
Structure: CH2=C(CH3)CH=CH2 (two double bonds, methyl group on second carbon)
Classification:
Five-carbon diene (five carbons, eight hydrogens)
2-methyl-1,3-butadiene (specific type of butadiene with methyl group placement)
Isoprene is a colorless, volatile liquid hydrocarbon.
It's a building block for many naturally occurring compounds called isoprenoids (e.g., natural rubber).
It's produced by plants and animals (including humans).
Isoprenoids
Group of lipids synthesized from five-carbon isoprene unit.
Subgroups of Isoprenoids:
1. Terpenes (Terpenoids)
Largest and most diverse group.
Found in essential oils.
Roles in plant defense, pigmentation, and signaling.
Widely used in perfumery, pharmaceuticals, and food additives.
2. Fat-Soluble Vitamins
Derived from isoprenoid compounds.
Examples: Vitamin A (retinol), Vitamin E (tocopherol), Vitamin K.
Essential for vision, antioxidant defense, and blood clotting.
3. Steroids
Characteristic structure with four fused rings.
Examples: Cholesterol, testosterone, estrogen, cortisol, bile acids.
Roles in cell membrane structure, hormone regulation, and metabolism.
Isoprenoids play crucial roles in various biological processes and are important targets in drug development and research.
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