CARBOHYDRATES: (SACCHARIDES) ARE THE MOST ABUNDANT
ORGANIC MOLECULES IN NATURE. THEY HAVE A WIDE RANGE OF FUNCTIONS, INCLUDING PROVIDING A SIGNIFICANT FRACTION OF THE DIETARY CALORIES FOR MOST ORGANISMS, ACTING AS A STORAGE FORM OF ENERGY IN THE BODY, AND SERVING AS CELL MEMBRANE COMPONENTS THAT MEDIATE SOME FORMS OF INTERCELLULAR COMMUNICATION. CARBOHYDRATES ALSO SERVE AS A STRUCTURAL COMPONENT OF MANY ORGANISMS, INCLUDING THE CELL WALLS OF BACTERIA, THE EXOSKELETON OF MANY INSECTS, AND THE FIBROUS CELLULOSE OF PLANTS. THE EMPIRIC FORMULA FOR MANY OF THE SIMPLER CARBOHYDRATES IS (CH2O)N, WHERE N ≥ 3, HENCE THE NAME “HYDRATE OF CARBON. HISTORY… • IN THE 19TH CENTURY, THE GREAT FRENCH PHYSIOLOGIST, CLAUDE BERNARD, DISCOVERED GLYCOGEN (CARBOHYDRATES), THE STARCH-LIKE SUBSTANCE FOUND IN MUSCLES AND THE LIVER. • HE DISCOVERED A STARCH LIKE SUBSTANCE IN THE LIVER OF MAMMALS. THIS SUBSTANCE, HE LATER SHOWED, WAS NOT ONLY BUILT OUT OF GLUCOSE TAKEN FROM THE BLOOD, BUT COULD BE BROKEN DOWN AGAIN INTO SUGAR WHENEVER IT WAS NEEDED. THERE ARE 5 PRIMARY FUNCTIONS OF CARBOHYDRATES IN THE HUMAN BODY. • ENERGY PRODUCTION- THE PRIMARY ROLE OF CARBOHYDRATES IS TO SUPPLY ENERGY TO ALL THE CELLS IN THE BODY. • ENERGY RESTORED- IF THE BODY ALREADY HAS ENOUGH ENERGY TO SUPPORT ITS FUNCTIONS, THE EXCESS GLUCOSE IS STORED AS GLYCOGEN. • BUILDING MACROMOLECULES- ALTHOUGH MOST ABSORBED GLUCOSE IS USED TO MAKE ENERGY, SOME GLUCOSE IS CONVERTED TO RIBOSE AND DEOXYRIBOSE, WHICH ARE ESSENTIAL BUILDING BLOCKS OF IMPORTANT MACROMOLECULES. • SPARING PROTEIN- IN A SITUATION WHERE THERE IS NOT ENOUGH GLUCOSE TO MEET THE BODY’S NEED, GLUCOSE IS SYNTHESIZED FROM AMINO ACIDS. • LIPID METABOLISM- AS BLOOD-GLUCOSE LEVELS RISE, THE USE OF LIPIDS AS AN ENERGY SOURCE IS INHIBITED. BOTH PLANTS AND ANIMALS USE CARBOHYDRATES AS A SOURCE OF ENERGY ESSENTIAL TO CARRYING OUT NORMAL FUNCTIONS SUCH AS GROWTH, MOVEMENT AND METABOLISM. ANIMALS RECEIVE THESE STARCHES THROUGH FOODS, ESPECIALLY THOSE MADE FROM PLANT LIFE. PLANTS MANUFACTURE THEIR OWN CARBOHYDRATES THROUGH PHOTOSYNTHESIS. CARBOHYDRATE FUNCTIONS AS FRAMEWORK IN BODY *CELLULOSE FORMS CELL WALL OF PLANT CELL ALONG WITH HEMICELLULOSES AND PECTIN *CHITIN FORMS CELL WALL OF FUNGAL CELL AND EXOSKELETON OF ARTHROPODS *PEPTIDOGLYCAN FORMS CELL WALL OF BACTERIA AND CYANOBACTERIA. TYPES OF CARBOHYDRATES • 1. MONOSACCHARIDES • 2. DISACCHARIDES • 3. OLIGOSACCHARIDES • 4. POLYSACCHARIDES MONOSACCHARIDES MONOSACCHARIDES • -IS A SIMPLE SUGAR CONTAINS 1 MONOMER • -TO PRODUCE AND STORE ENERGY • -TO RELEASE ENERGY BY PRODUCT • -MOST BASIC FORM OF CARBOHYDRATES COMMON MONOSACCHARIDES • GLUCOSE • FRUCTOSE • GALACTOSE • GLUCOSE: • AKA DEXTROSE • MAIN SOURCE OF ENERGY FOR HUMAN. • SIMPLE SUGAR THAT IS THE CHIEF SOURCE OF ENERGY. IT IS FOUND IN THE BLOOD AND IS THE MAIN SUGAR THAT THE BODY MANUFACTURES. INSULIN IS A HORMONE THAT MOVES GLUCOSE FROM YOUR BLOOD INTO THE CELLS FOR ENERGY AND STORAGE. • 6 CARBON ATOMS. • GALACTOSE: • A SIMPLE SUGAR THAT IS NORMALLY TRANSFORMED IN THE LIVER BEFORE BEING USED UP AS ENERGY. • CAN BE FOUND IN DAIRY PRODUCTS. • WHEN GALACTOSE AND GLUCOSE COMBINED, IT WILL FORM THE DISACCHARIDE LACTOSE. • SOMETIMES ABBREVIATED AS GAL, AND IS ABOUT AS SWEET AS GLUCOSE AND ABOUT 30% AS SUCROSE. IT IS A C-4 EPIMER OF GLUCOSE. • FRUCTOSE: • FRUIT SUGAR, FOUND IN MANY PLANTS WHERE IT IS OFTEN BONDED TO GLUCOSE TO FORM THE DISACCHARIDE SUCROSE. • ONE OF THE DIETARY MONOSACCHARIDES ALONG WITH GLUCOSE AND GALACTOSE, THAT ARE ABSORBED DIRECTLY INTO BLOOD DURING DIGESTION. DISACCHARIDE • A DISACCHARIDE, ALSO CALLED A DOUBLE SUGAR, IS A MOLECULE FORMED BY TWO MONOSACCHARIDES, OR SIMPLE SUGARS. THEY HAVE 12 CARBON ATOMS, AND THEIR CHEMICAL FORMULA IS C12H22O11. DISACCHARIDES ARE FORMED THROUGH DEHYDRATION REACTIONS IN WHICH A TOTAL OF ONE WATER MOLECULE IS REMOVED FROM THE TWO MONOSACCHARIDES. • FUNCTION/IMPORTANCE • DISACCHARIDES ARE CARBOHYDRATES FOUND IN MANY FOODS AND ARE OFTEN ADDED AS SWEETENERS. SUCROSE, FOR EXAMPLE, IS TABLE SUGAR, AND IT IS THE MOST COMMON DISACCHARIDE THAT HUMANS EAT. IT IS ALSO FOUND IN OTHER FOODS LIKE BEETROOT. WHEN DISACCHARIDES LIKE SUCROSE ARE DIGESTED, THEY ARE BROKEN DOWN INTO THEIR SIMPLE SUGARS AND USED FOR ENERGY. LACTOSE IS FOUND IN BREAST MILK AND PROVIDES NUTRITION FOR INFANTS. MALTOSE IS A SWEETENER THAT IS OFTEN FOUND IN CHOCOLATES AND OTHER CANDIES. THREE COMMON DISACCHARIDES: • SUCROSE • MALTOSE • LACTOSE. SUCROSE • SUCROSE, COMMONLY KNOWN AS TABLE SUGAR IN ITS REFINED FORM, IS A DISACCHARIDE FOUND IN MANY PLANTS. IT IS MADE UP OF THE MONOSACCHARIDES GLUCOSE AND FRUCTOSE. IN THE FORM OF SUGAR, SUCROSE IS A VERY IMPORTANT COMPONENT OF THE HUMAN DIET AS A SWEETENER. SUGAR WAS FIRST EXTRACTED AND PURIFIED FROM SUGAR CANE IN INDIA AS EARLY AS THE 8TH CENTURY BCE. IN FACT, THE WORD CANDY GETS ITS NAME IN PART FROM THE WORD KHANDA, WHICH WAS A NAME FOR SUGAR CRYSTALS IN SANSKRIT. TODAY, AROUND 175 METRIC TONS OF SUGAR ARE PRODUCED EACH YEAR. MALTOSE • MALTOSE, ALSO KNOWN AS MALT SUGAR, IS FORMED FROM TWO GLUCOSE MOLECULES. MALT IS FORMED WHEN GRAINS SOFTEN AND GROW IN WATER, AND IT IS A COMPONENT OF BEER, STARCHY FOODS LIKE CEREAL, PASTA, AND POTATOES, AND MANY SWEETENED PROCESSED FOODS. IN PLANTS, MALTOSE IS FORMED WHEN STARCH IS BROKEN DOWN FOR FOOD. IT IS USED BY GERMINATING SEEDS IN ORDER TO GROW. LACTOSE • LACTOSE, OR MILK SUGAR, IS MADE UP OF GALACTOSE AND GLUCOSE. THE MILK OF MAMMALS IS HIGH IN LACTOSE AND PROVIDES NUTRIENTS FOR INFANTS. MOST MAMMALS CAN ONLY DIGEST LACTOSE AS INFANTS, AND LOSE THIS ABILITY AS THEY MATURE. IN FACT, HUMANS THAT ARE ABLE TO DIGEST DAIRY PRODUCTS IN ADULTHOOD ACTUALLY HAVE A MUTATION THAT ALLOWS THEM TO DO SO. THIS IS WHY SO MANY PEOPLE ARE LACTOSE INTOLERANT; HUMANS, LIKE OTHER MAMMALS, DID NOT HAVE THE ABILITY TO DIGEST LACTOSE PAST CHILDHOOD UNTIL THIS MUTATION BECAME PREVALENT IN CERTAIN POPULATIONS AROUND 10,000 YEARS AGO. OLIGOSACCHARIDES • OLIGOSACCHARIDES ARE CARBOHYDRATES THAT CONTAIN THREE TO TEN MONOSACCHARIDE UNITS BONDED TO EACH OTHER VIA GLYCOSIDE LINKAGES. TWO NATURALLY OCCURRING OLIGOSACCHARIDES FOUND IN ONIONS, CABBAGE, BROCCOLI, BRUSSEL SPROUTS, WHOLE WHEAT, AND ALL TYPES OF BEANS ARE THE TRISACCHARIDE RAFFINOSE AND THE TETRASACCHARIDE STACHYOSE. RAFFINOSE’S MONOSACCHARIDE COMPONENTS ARE GALACTOSE, GLUCOSE, AND FRUCTOSE. STACHYOSE’S STRUCTURE DIFFERS FROM THAT OF RAFFINOSE IN THAT AN ADDITIONAL GALACTOSE UNIT IS PRESENT. DETAILED STRUCTURES FOR THESE TWO OLIGOSACCHARIDES ARE GIVEN IN FIGURE 18.22. NOTE THE PRESENCE IN BOTH STRUCTURES OF TWO DIFFERENT TYPES OF GLYCOSIDIC LINKAGES—A(1 : 6) AND A,B(1 : 2) LINKAGES. • HUMANS LACK THE DIGESTIVE ENZYMES NECESSARY TO METABOLIZE EITHER RAFFINOSE OR STACHYOSE. HENCE THESE OLIGOSACCHARIDES, WHEN INGESTED IN FOOD, PASS UNDIGESTED INTO THE LARGE INTESTINE, WHERE BACTERIA ACT UPON THEM. THIS BACTERIAL ACTION USUALLY PRODUCES DISCOMFORT AND FLATULENCE (GAS). • SOLANINE, A COMPOUND FOUND IN THE POTATO PLANT, IS ANOTHER EXAMPLE OF AN OLIGOSACCHARIDE-CONTAINING “COMPLEX” MOLECULE. • THE POTATO PLANT, PRODUCE TOXINS AS A DEFENSE AGAINST • INSECTS AND PREDATORS. SOLANINE IS THE POTATO PLANT’S TOXIN. POLYSACCHARIDES • POLYSACCHARIDES – CONSISTING OF LARGE NUMBERS OF MONOSACCHARIDE UNITS JOINED BY GLYCOSIDIC BONDS. • POLYMERS OF MONOSACCHARIDES • NON CRYSTALLINE AND WATER INSOLUBLE. • IT IS NOT SWEET COMPARED TO MONOSACCHARIDE • KNOWN AS GLYCANS • 2 CLASSES OF POLYSACCHARIDES: • HOMOPOLYSACCHARIDES- COMPOSED OF ONE TYPE OF MONOSACCHARIDE. IT IS ABUNDANT IN NATURE. EXAMPLES ARE STARCH, GLYCOGEN AND CELLULOSE. IN HYDROLYSIS, THE PRODUCT IS D-GLUCOSE. • HETEROPOLYSACCHARIDES- IN WHICH MORE THAN ONE TYPE OF MONOSACCHARIDE MONOMER IS PRESENT. TYPES OF POLYSACCHARIDES:
• STORAGE POLYSACCHARIDE- STORAGE FORM OF MONOSACCHARIDES AND
USED AS AN ENERGY SOURCE IN CELLS. • STARCH- IT IS THE ENERGY SOURCE IN PLANTS. THEY ARE PRESENT IN RICE, POTATOES, WHEAT AND CORN. IT IS THE SECOND MOST ABUNDANT CARBOHYDRATE IN NATURE. IT IS THE MAIN CONTRIBUTOR OF CARBOHYDRATES IN OUR DIET. • TWO STRUCTURALLY DIFFERENT POLYSACCHARIDES: • AMYLOSE - AN UNBRANCHED CHAIN FORMED BY D-GLUCOSE UNITS LINKED BY Α- GLYCOSIDIC LINKAGES. THEY ARE 20% IN STARCH AND IT IS SOLUBLE IN WATER. • THE TEST THAT WAS USED FOR STARCH IS IODINE’S TEST. THE POSITIVE RESULT IS BLUE-BLACK COLOR SOLUTION. • AMYLOPECTIN- BRANCHED CHAIN STRUCTURE. THEY ARE CONNECTED BY 1,6- LINKAGES. THE DISACCHARIDES THAT CAN BE OBTAINED FROM DIGESTION OF AMYLOPECTIN ARE MALTOSE AND ISOMALTOSE. IT IS INSOLUBLE IN WATER AND THEY ARE 80% IN STARCH. • GLYCOGEN- IT IS ALSO CALLED THE “ANIMAL STARCH”. IT IS FOUND IN LIVER AND MUSCLES AND STORES ENERGY IN MAMMALS. THE STRUCTURE OF GLYCOGEN IS AMYLOPECTIN. • ACCORDING TO IT’S PHYSICAL PROPERTIES, IT IS WHITE POWDER AND SOLUBLE IN WATER RATHER THAN AMYLOPECTIN. STRUCTURAL POLYSACCHARIDE • CELLULOSE – IT IS THE MOST ABUNDANT CARBOHYDRATE IN NATURE. IT IS THE MAIN STRUCTURAL MATERIAL OF TREES AND OTHER PLANTS. IT’S GENERAL FORMULA IS (C6H10O5)N. OTHER SOURCES OF CELLULOSE ARE STRAW, CORNCOBS. • THEY ACT LIKE STIFF RODS AND ALIGN THEMSELVES SIDE BY SIDE INTO WELL ORGANIZED WATER INSOLUBLE FIBERS. IT IS ALSO INSOLUBLE IN WATER. • ACIDIC POLYSACCHARIDES- A GROUP OF POLYSACCHARIDES THAT CONTAIN CARBOXYL GROUPS AND/OR SULFURIC ESTER GROUPS, AND PLAY IMPORTANT ROLES IN THE STRUCTURE AND FUNCTION OF CONNECTIVE TISSUES. • HYALURONIC ACID- SERVES AS LUBRICANTS IN THE FLUIDS OF JOINTS. IT IS ASSOCIATED WITH THE JELLY-LIKE CONSISTENCY OF THE VITROUS HUMOR OF THE EYE. • IT CONTAINS ALTERNATING RESIDUES OF N-ACETYL- Β- D- GLUCOSAMINE (NAG) AND D-GLUCORONATE. • HEPARIN- IT IS A BLOOD ANTICOAGULANT. IT PREVENTS THE CLOTS IN THE BLOOD AND RETARDS THE GROWTH OF EXISTING CLOTHS WITHIN THE BLOOD. • A SMALL HIGHLY SULPHATED POLYSACCHARIDE WITH ONLY 15-90 DISACCHARIDE RESIDUES PER CHAIN.