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Empirical formula of carbohydrates
General formula (CH2O)n; carbohydrates are built from repeating CH2O units.
Carbohydrates
Functions include energy source/storage, structural components (cell walls/exoskeletons), and informational roles in cell signaling; can link to proteins and lipids.
Nomenclature of carbohydrates
Name based on the number of carbons plus the suffix -ose (e.g., triose for 3 carbons).
Aldose
Carbohydrate that contains an aldehyde group.
Ketose
Carbohydrate that contains a ketone group.
Monosaccharides
Simple sugars with 3–7 carbon atoms; all except dihydroxyacetone have one or more chiral centers.
Chiral carbon
Carbon atoms bounded to four different atoms or atom groups
Isomers
Compounds with the same molecular formula but different structures/properties; e.g., C6H12O6 isomers.
Enantiomers
Non-superimposable mirror-image isomers (D and L); most biological sugars are D, some are L (e.g., L-arabinose).
D- and L- stereoisomers
D isomers predominate in biology; L forms exist for some sugars.
Glucose
Most abundant monosaccharide; primary energy source; exists as a ring in solution; C6H12O6.
Glucose ring forms
Cyclization yields two anomers (alpha and beta) depending on the position of the –OH on C1.
Alpha anomer
Hydroxyl at C1 is opposite (trans) to the CH2OH group in the ring.
Beta anomer
Hydroxyl at C1 is on the same side (cis) as the CH2OH group in the ring.
Glycosidic bond
Covalent bond between two monosaccharides formed via an oxygen bridge (condensation).
Condensation
Reaction that links two sugars with release of water.
Hydrolysis
Bonds between sugars are broken by addition of water.
Disaccharide
Two monosaccharides linked by a glycosidic bond.
Sucrose
Glucose–fructose disaccharide with an α(1→2) glycosidic bond; hydrolyzes to glucose and fructose.
Lactose
Galactose–glucose disaccharide with a β(1→4) glycosidic bond.
Polysaccharides
Macromolecules made of repeating sugar units; important for energy storage and structural roles.
Starch
Plant storage polysaccharide of α-D-glucose; mainly α(1→4) linkages; exists as amylose and amylopectin.
Amylose
Linear component of starch; α-D-glucose units linked by α(1→4) bonds.
Amylopectin
Branched component of starch; α-D-glucose chains with α(1→6) branches.
Glycogen
Animal storage polysaccharide; highly branched α-D-glucose with α(1→4) chains and α(1→6) branches.
Cellulose
Structural polysaccharide of β-D-glucose with β(1→4) linkages; most abundant carbohydrate; plant fiber; humans cannot digest.
Chitin
Structural polysaccharide in arthropod exoskeletons; amino sugar derivative; supports fungal cell walls.
Glycoproteins
Proteins with attached carbohydrate moieties; about half of mammalian proteins; carbohydrates aid in recognition and signaling.
Glycolipids
Lipids with covalently bound oligosaccharide; essential for membrane surfaces and cell–cell interactions.