NAME: ______________________ BLOCK: _______ DATE:_______ Introduction: Due to your excellent background in organic chemistry, you have been hired by Dr. Oliver Border of the Lancaster County Medical Examiners Office to clear up a situation. During some confusion with previous laboratory technicians, samples of stomach contents from 5 murder victims got mixed up! Since these specimens will serve as evidence in pending murder trials it is essential that this mistake be corrected. The only information that you have about these murder victims is what their last meal was. Hopefully your knowledge of organic chemistry will enable you to fill in the gaps and you will be able to match different stomach contents samples with their “owners”. You should follow the procedures (found on pages 3 – 5) for identifying various organic molecules including monosaccharides, starch, lipids, and proteins. Information about the last meals of the 5 victims is on the next page: 1 VICTIM NAME OF VICTIM A Wendell Sputz B Margaret Little C U. R. Downs D Lucy Wunderchomper E Davis O’Leary LAST MEAL A bag of jelly beans and a baked potato A bag of Skittles and tea with honey Spaghetti with tomato sauce A Big Mac Value Meal supersized with an extra order of supersized fries and a shake A very lean filet mignon and a glass of mineral water 2 BIOLOGICAL MOLECULES PROBABLY IN THE FOOD OBJECTIVE: The confused stomach contents have already been labeled 1-5. You need to figure out which ones match Victims A-E. 1. Set up the experiment to test all five stomach contents at the same time using the same test. For example fill Test Tube #1 with some of stomach contents from Bottle #1. 2. Repeat this through Test Tube #5 which you’ll fill with some of the stomach contents from Bottle #5. 3. Perform the same test on all 5 tubes. See the next few pages for directions for testing each of the biological molecules. 4. Record your results in Table 3-1 and analyze your results to determine which stomach contents belong to which murder victims. Think Put your conclusions in Table 3-2. GOOD LUCK! 3 MATERIALS Safety goggles Five test tubes numbered 1-5 Test tube rack Wire test tube holder Benedict's solution Iodine solution Disposable pipettes numbered 1-5 Biuret's solution Brown bag paper or paper towel Graphite or Wax pencil Hot plate with hot water bath Test tube brush Soapy water for clean up Stomach contents of 5 victims FOR ALL TESTING PROCEDURES MAKE SURE YOUR SAFETY GLASSES ARE ON! DIRECTIONS FOR LIPIDS TESTING Brown Paper Test 1. Take a piece of brown bag paper and using a pencil to divide it into 5 sections. 2. Label each section with the number of the stomach contents. 3. Place 1-2 drops of each sample in the appropriate section. CAREFUL: Do not overdo the amount of food that you put on the paper. 4. Set the paper aside until the end of the period, or even the next day. This must dry completely to get accurate results. 4 5. ANALYSIS: When dry hold the paper up to the light and look for translucence. Any section that has light coming through is positive for lipids. DIRECTIONS FOR CARBOHYDRATES TESTING Monosaccharide Testing 1. Fill the appropriately labeled test tube with 1-2 cm of each of stomach contents. 2. Place 20 drops of the Benedict's solution in each test tube. 3. Mix gently by swirling the test tube. CAUTION: Benedicts is poisonous! If you get Benedict’s solution on your skin then wash it off immediately with soapy water. Clean up any spills on lab top with soapy water. 4. Place the test tubes in the hot water bath and heat for up to 5 minutes. 5. Remove the test tubes with a test tube holder after changes have occurred and place in the test tube rack until results are recorded. CAREFUL: Tubes are hot! 5 6. ANALYSIS: Benedict's solution turns from clear blue to a cloudy orange/red in the presence of a monosaccharide. Varying colors of a cloudy green and yellowish green indicate some simple sugar is present and should be recorded as positive. 7. Record results in the data table. 8. Clean the test tubes using a test tube brush and soapy water. Rinse well. Starch Testing 1. Place 1-2 cm of each stomach contents into 5 correctly labeled test tubes. 2. Place 3-5 drops of iodine solution into each test tube. 3. ANALYSIS: The iodine solution will change from brown to a dark purple/black color in the presence of starch. IODINE IS ALSO POISONOUS! DON’T GET IT INTO YOUR EYES OR MOUTH. 4. Record the results in the data table. 5. Clean the test tubes using a test tube brush and soapy water. Rinse well. 6 DIRECTIONS FOR PROTEIN TESTING 1. Place 1-2 cm of each stomach contents in the appropriately labeled test tube (1-5). 2. Add 5-7 drops of biuret solution into each test tube. BUIRET REAGENT IS VERY POISONOUS IF YOU INGEST IT OR GET IT INTO YOUR EYES. ALSO KEEP IT OFF YOUR SKIN BECAUSE IT CAN BURN YOUR SKIN. 3. ANALYSIS: Look for a color change. A positive result for protein will be a pink-purple color. 4. Record results in the data table. 5. Clean the test tubes with the brush and soapy water. Rinse well. 7 RESULTS TEST BIOLOGICAL MOLECULE Brown Paper TABLE 3-1 Stomach Stomach Stomach Stomach Stomach Contents Contents Contents Contents Contents 1 2 3 4 5 Lipids Benedict’s Monosaccharide Iodine Starch Biuret Protein TABLE 3-2 VICTIM NAME OF VICTIM A Wendell Sputz B Margaret Little C U. R. Downs D Lucy Wunderchomper E Davis O’Leary LAST MEAL A bag of jelly beans and a baked potato A bag of Skittles and tea with honey Spaghetti with tomato sauce A Big Mac Value Meal supersized with an extra order of supersized fries and a shake A very lean filet mignon and a glass of mineral water 8 NUMBER OF STOMACH CONTENTS THAT MATCHES CONCLUSIONS Instructions: On a separate sheet of paper, write a BUSINESS STYLE LETTER to Dr. Oliver Border analyzing your data and stating your conclusions. Your letter must be typed! Use the business letter macro that is available through the MS Word “NEW” document menu. Include the following in your letter. 1. A fake business name and a logo for your business. Use your real name in the letter so that I can give you credit for the assignement. 2. Describe why you were hired, what you did, and what you discovered. Explain how you came to the conclusions that you did based on the tests that you did. 3. Also include if and where any errors in procedure may have caused the information that you collected to be even slightly unreliable. 4. State any changes in procedure that you think will help the investigation to run more smoothly in the future. 5. Lastly, attach the results page from the lab to your letter. 9