Lipids Flashcards
Collection of organic molecules of varying chemical composition
Lipids
4 Main Groups of Lipids
→ Fatty Acids (Saturated & Unsaturated)
→ Glycerides (Glycerol-containing Lipids)
→ Nonglyceride Lipids (Sphingolipids, Steroids, Wax)
→ Complex Lipids (Lipoproteins)
Energy Source → Oxidation = 1 gram of fat = ???
9 kcal of energy
More than ___ the energy released by oxidation of 1 gram of ___
twice, carbohydrate
Energy Storage
Triglycerides in adipocytes
storage form of CHOs are ___
glycogen
Basic structure of all cell membranes
Phosphoglycerides, Sphingolipids, Steroids
phospholipid bilayer
Basic structure of all cell membranes
Steroid Hormones
Hormones
Vitamins
Lipid-soluble vitamins (A,D,E, and K)
Vitamin Absorption
Dietary fat
Dietary fat
carrier of lipid-soluble vitamin
Protection
Fats as shock absorber
Insulation
Subcutaneous fat
Long-chain monocarboxylic acids (COOH)
Fatty Acids
Fatty acids are long-chain ___
monocarboxylic acids
Fatty acids generally contain an ___
even number of C atoms
Polar End
Hydrophilic End (OH)
Non-Polar End
Hydrophobic End
Hydrophobic End
fat-soluble tail (R) = hydrocarbon chain
CLASSIFICATION ACCORDING TO THE NUMBER OF CARBON ATOMS:
Short-Chain Fatty Acids → Less than 6 C
Medium-Chain Fatty Acids → 6-10 C = includes 11
Long-Chain Fatty Acids → More than 12 C
Each C being ‘‘saturated’’ w/ H
Saturated Fatty Acids
No double bonds
Saturated Fatty Acids
General Formula of Saturated fatty acids
CH3(CH2)nCOOH
Composed of at least 1 C-C double bond
Unsaturated Fatty Acids
Almost are in the cis configuration
Unsaturated Fatty Acids
Unsaturated FAs are composed of at least ___
1 C-C double bond
Unsaturated FAs almost are in the ___
cis configuration
Composed of 1 C-C double bond
Monounsaturated Fatty Acids (MUFA)
MuFasare composed of __
1 C-C double bond
Composed of more than 1 C-C double bond
Polyunsaturated Fatty Acids (PUFA)
PuFas are composed of ___
more than 1 C-C double bond
Identifies the position of the double bond nearest the methyl end (CH3)
of the carbon chain
Omega Number
Omega Number Identifies the position of the double bond nearest the ___
of the carbon chain
methyl end (CH3)
1st double bond 3 carbons away from the methyl end
Omega 3 FA
6 carbons from methyl end
Omega 6 FA
CLASSIFICATION ACCORDING TO THE LOCATION OF HYDROGEN - Only applicable to ___
Unsaturated FAs
H’s on same side of the double bond
cis-Fatty Acid
Fold into a U-like formation
cis-Fatty Acid
Neighboring Hs repel e/o = bending of C chain
cis-Fatty Acid
Naturally occurring
cis-Fatty Acid
H’s on the opposite side of the DB
trans-Fatty Acid
Straight line = Hs are far apart from o/a
trans-Fatty Acid
Occur in partially hydrogenated food
trans-Fatty Acid
Fatty Acids w/ Double bond before C9
Essential Fatty Acids
Linoleic Acid
Essential Fatty Acids
Fatty acids w/o double bond bfore C9
Nonessential Fatty Acids
Body can’t form C=C DB before C9
Nonessential Fatty Acids
Forms C=C DB after C9
Nonessential Fatty Acids
Oleic Acid
Nonessential Fatty Acids
Fatty acids react w/ alcohols to
form esters & water
Esterification
Products of dehydration of
carboxylic acid & alcohol
Esters
Producing fatty acids from esters
Acid Hydrolysis
Opposite of esterification
Acid Hydrolysis
Base-catalyzed hydrolysis of an ester
Saponification
Ionized salt product of the rx
Soap
Have a long uncharged hydrocarbon tail & a negatively charged terminus (carboxylate)
Soap
Form micelles that dissolve oil & dirt particles
Soap
Common strong bases used in saponification
NaOH/KOH/Lard
Used in the food industry to convert polyunsaturated vegetable
oils into saturated solid fats
Hydrogenation
Carried out to add hydrogen to some (but not all)
double bonds in polyunsaturated oils
Partial Hydrogenation
Liquid vegetable oils are converted into solid form (Crisco & margarine)
Partial Hydrogenation
Lipid esters containing the glycerol molecule and fatty acids
Glycerides
Nonionic & nonpolar
Neutral Glycerides
Produced after the esterification of glycerol w/ a fatty acid
Neutral Glycerides
Esterification may occur at 1, 2, or all 3 positions
→ Monoglycerides
→ Diglycerides
→ Triglycerides = most important and main storage form of lipids in man (adipocytes)
Have a polar/hydrophilic region (phosphoryl group) in
addition to nonpolar/hydrophhobic FA tails
Phosphoglycerides
Can be seen in our cell membranes
Phosphoglycerides
Simplest phosphoglyceride
Phosphatidate
Lipids that are not derived from glycerol
Sphingolipids
Amphipathic (have both polar & nonpolar ends) & structural components of cellular membranes
Sphingolipids
Sphingolipids are derived from ___
sphingosine (long chain, N- containing alcohol)
Located throughout the body
Sphingomyelins
Impt. lipid components of nerve cell membranes
Sphingomyelins
Found in abundance in the myelin sheath = surrounds & insulate cells of the CNS (neurons)
Sphingomyelins
Role is essential to proper cerebral function and nerve transmission
Sphingomyelins
Also considered as a phospholipid
Sphingomyelins
Considered the smallest sphingolipid
Sphingomyelins
Includes cerebrosides, sulfatides, & gangliosides
Glycosphingolipids (Glycolipids)
fatty acid amide derivative of sphingosine
ceramide
Built on a ceramide backbone structure
Glycosphingolipids (Glycolipids)
Characterized by a single monosaccharide head group
Cerebrosides
Found in the membranes of macrophages
Glucocerebroside
Consists of ceramide bonded to the hexose glucose
Glucocerebroside
Glucocerebroside → Found in the membranes of ___
Macrophages
Found almost exclusively in the membranes of brain cells
Galactocerebroside
Ceramide joined to the monosaccharide galactose
Galactocerebroside
Galactocerebroside → Found almost exclusively in the membranes of __
brain cells
steroid carbon skeleton
steroid nucleus
Contain the steroid nucleus
Steroids
Steroid nucleus + OH
Sterol
Known sterol found in the membranes
Cholesterol
Not purely hydrophobic = still has OH end
Amphipathic
Perhydrocyclopentanophenanthrene Ring
Cholesterol
Chemical name for cholesterol
Perhydrocyclopentanophenanthrene Ring
Regulates membrane fluidity
Nonpolar Fused Ring
Polar
Hydroxyl Group (OH)
Almost exclusively synthesized by animals
Cholesterol
Not readily catabolized by most cells
Cholesterol
Can be converted in the liver to primary bile acids (cholic acid) & chenodeoxycholic acid
Cholesterol
Esterified form of cholesterol
Cholesteryl Ester
OH conjugated by an ester bond to a fatty acid
Cholesteryl Ester
Very hydrophobic = no polar groups (OH)
Cholesteryl Ester
Amphipathic derivatives of cholesterol
Bile Salts
Synthesized in the liver and stored in the gallbladder
Bile Salts
Bile salts are synthesized in the ___ and stored in the ___
liver, gallbladder
Cholate & Chenodeoxycholate
Bile Salts
aids in digestion of fats
Emulsifying agent - bile salts
Emulsifying agent
bile salts
Contains steroid nucleus
Steroid Hormones
If found in the bloodstream = won’t mix w/ blood
Steroid Hormones
Steroid Hormones
→ Testosterone
→ Progesterone
→ Estrone, Estrogen, and its derivatives
→ Cortisone and Cortisol
→ Aldosterone
Derived from many different sources and have a variety of chemical
compositions, depending on the source (paraffin wax)
Waxes
Waxes
→ Long hydrocarbon tails
→ Extremely hydrophobic = completely insoluble in water
→ Solid at room temp.
Protective coating for hair and skin (used in skin creams & ointments)
Lanolin
Bonded to other types of molecules
Complex Lipids
Consist of a core of hydrophobic lipids surrounded by amphipathic proteins, phospholipids, & cholesterol
Lipoproteins
Lipoproteins:
Shape →
Size →
Shape → Typically spherical
Size → Ranges from 10-1200 nm
Protein part of LPP
Apolipoproteins
Have larger core regions
Larger LPP
Contain relatively more TAG & cholesteryl ester
Larger LPP
The larger the LPP, the more lipid relative to CHON
True
Classifications → Based on Centrifugation
won’t move in electrophoresis
Chylomicrons (chylos)
Classifications → Based on Centrifugation
travels to beta region
Very-low-density LPP (VLDL)
Classifications → Based on Centrifugation
travels to pre-beta region
Low-density LPP (LDL)
Classifications → Based on Centrifugation
travels to alpha region
High-density LPP (HDL)