Bio molecules 1. Carbohydrates 2. Protein and enzymes 3. Lipids 4. Nucleic acids Carbohydrates • Most abundant class of biological molecules on Earth • Originally produced through CO2 fixation during photosynthesis General characteristics • the term carbohydrate is derived from the french: hydrate de carbone • compounds composed of C, H, and O • empirical formula - CH2O)n when n = 5 then C5H10O5 • not all carbohydrates have this empirical formula: deoxysugars, aminosugars • carbohydrates are the most abundant compounds found in nature (cellulose: 100 billion tons annually) General characteristics • Most carbohydrates are found naturally in bound form rather than as simple sugars • Polysaccharides (starch, cellulose, inulin, gums) • Glycoproteins and proteoglycans (hormones, blood group substances, antibodies) • Glycolipids (cerebrosides, gangliosides) • Glycosides- sugar is bound to another functional group via a glycosidic bond eg. Saponin, coumarin • Mucopolysaccharides (hyaluronic acid) • Nucleic acids Roles of Carbohydrates • Energy storage (glycogen,starch) • Structural components (cellulose,chitin) • Cellular recognition • Carbohydrate derivatives include DNA, RNA, co-factors, glycoproteins, glycolipids Carbohydrates • Monosaccharides (simple sugars) – glucose, fructose • Disacharides - ,sucrose, lactose • Trisaccahride – trehalose, raffinose • Oligosaccharides = - usually 2 to 10 • Polysaccharides are polymers of the simple sugars – starch, cellulose, glycogen Monosaccharides • Aldoses and ketoses • Empirical formula = (CH2O)n Aldoses O ketoses H C CH2OH H C* OH HO C* H H C* OH CH2OH D-ribose C O HO C* H H C* OH CH2OH D-ribulose Aldoses ketoses Monosaccharides are chiral • Number of possible steroisomers = 2n (n = the number of chiral carbons) O H C CH2OH H C* OH HO C* H H C* H C* C O HO C* H OH H C* OH OH H C* OH CH2OH D-glucose CH2OH D-fructose Stereochemistry Enantiomers O H O C O H C HO C* H H C* OH HO C* HO C* Epimers Diastereomers O H C C C* OH HO C* H H C* OH HO C* H HO C* H HO C* H H C* OH H C* OH HO H H C* OH H C* OH H CH2OH L-glucose D-glucose O H C H CH2OH O H H C H C* OH HO C* H H HO C* H HO C* H C* H H C* OH H C* OH C* OH H C* OH H C* OH CH2OH CH2OH D-mannose D-galactose CH2OH D-glucose CH2OH D-mannose •Enantiomers = mirror images •Diastereomers - Pairs of isomers that have opposite configurations at one or more chiral centers but are NOT mirror images are •Epimers = Two sugars that differ in configuration at only one chiral center Enantiomers and epimers H H H H C O H C OH H C OH CH2OH C O C O C O HO C H HO C H OH C H HO C H HO C H OH C H H C OH HO C H H C OH H C OH CH2OH these two aldotetroses are enantiomers. They are stereoisomers that are mirror images of each other CH2OH CH2OH these two aldohexoses are C-4 epimers. they differ only in the position of the hydroxyl group on one asymmetric carbon (carbon 4)
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