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- The following chemical reactants produce the ester ethyl ethanoate (C4H8O2): C2H6O + CH3COOH What type of reaction occurs to make ethyl ethanoate? condensation hydrolysis combustion acid-base reaction2) Consider the following disaccharide which was formed from the breakdown of a polysaccharide found in plant material. ОН Glycosidic linkage: H H OH H H НО H H. OH H. ОН OH H НО H ОН a. Label the glycosidic linkage above in the following format: a/B(# → #) b. Would you expect this disaccharide to have been formed from amylose or amylopectin? c. Describe at least two chemical tests that would give insight into the structure of this disaccharide, assuming you've isolated it and wanted to elucidate the structure from scratch. Include detail on not only the tests you would use but what results you would expect to get given the structure above. Assume you can analyze the structure of any monosaccharide you get from your chemical tests.Describe any two heteropolysaccharides in terms of: a. The types of monosaccharides involved b. types of glycosidic linkages, and c. possible hydrolysates
- 1. Examine the synthetic glycoprotein, Molecule A, shown below: Protein- OH OH OH OH OH ÓH OH Molecule A OH Draw the structures of the products obtained when Molecule A reacts under the following conditions. Justify your answer. If no reaction occurs, explain why. The monosaccharide rings that have not reacted may be represented by an “R" group. Mechanisms are not required. (а) Ammonium Carbonate, 5 days. (b) Excess Sodium Periodate. (c) 2,3-dinitrophenyl hydrazine under reductive amination conditions. NO2 O2N. „NHNH2 2,3-dinitrophenyl hydrazine13. The structures of sphingosine and choline are given below. Draw the condensed structure and block diagram of the sphingolipid formed from these molecules and a molecule of myristic acid. CH3-(CH2)12-CH=CH-CH-OH CH₂ CH3-N-CH2-CH2-OH CH-NH2 sphingosine CH2-OH CH3 choline BLOCK DIAGRAM (draw below) CONDENSED STRUCTURE 14. Which fatty acid below should have the highest melting point? Why? Explain your answer based on structure and forces of attraction. OH O OH TOH OH8) Consider the tetrasaccharide stachyose drawn below. Stachyose is found in white jasmine, soybeans, and lentils. Because humans cannot digest it, its consumption causes flatulence. HO How ОН OH stachyose OH HO HO OH HO OH OH OH OH «ОН a. Label all glycoside bonds. b. Classify each glycosidic linkage as a or ẞ and use numbers to designate its location between two rings (e.g., 1-4-3). c. What products are formed when stachyose is hydrolyzed with H,O"? d. Is stachyose a reducing sugar? e. What product is formed when stachyose is treated with excess CHI, Ag₂O? f. What products are formed when the product in (e) is treated with H₂O"?
- H OH CH2OH D H ОН H الحزن ОН CH2OH ОН H ОН I Which of the following statements correctly describes this structure? (A) The monomer units are bonded by beta 1-2 glycosidic linkage. B The monomer units are bonded by alpha 1-2 glycosidic linkage. The monomer units are bonded by alpha 1-4 glycosidic linkage. The monomer units are bonded by beta 1-4 glycosidic linkage. H CH2OH H ОН H ОН H ОН1) Which of the following statement(s) regarding the ends of polysaccharides are true? All polysaccharides have at least one reducing end. Some polysaccharides may have no reducing end. Some polysaccharides may have no non-reducing ends. All polysaccharides have a N-glycosidic bond at their reducing ends. none of the above 2) The transformation of a monosaccharide into its ______ occurs easily and does not require the assistance of a catalyst. epimer anomer sugar alcohol diastereomer zwitterion1. Cysteine is an important amino acid that stabilizes the structure of peptides and proteins by the formation of disulfide bond with another cysteine residue. Illustrate the titrimetric profile of cysteine and calculate its isoelectric pH. [Hint: The sulfhydryl group is titratable] 2. The tripeptide Glu-Pro-Arg (EPR) which is a product of Lactobacillus casei fermentation of milk was found to have potent blood pressure lowering properties. Draw the structure of the tripeptide, give its systematic name, show its titration profile, and determine its isoelectric pH.
- 1. (a) The diagram below shows a structure of monosaccharide. CH,OH C=0 H-C-OH НО—С—Н ČH,OH i. Draw the figure above on your answer sheet and indicate ALL chiral carbon(s) in your figure with *. ii. With reference to the number of carbon, the type of carbonyl group and D/L configuration, suggest a name consisting these three properties to describe the monosaccharide shown above. Explain why this monosaccharide is in D- or L- configuration as you suggested in (ii). 111. (b) The diagram below shows different configurations of glucose. CH,OH CHO ÇH,OH H H-C-OH O. OH H. H. OH H. H OH HO-C-H но H-C-OH но H. H-C-OH OH OH ČH,OH A В C i. Which glucose molecule, A or C, is in a configuration? Explain. ii. What is the name of the conversion among different configurations? iii. Glycosaminoglycans (GAG) consist of modified sugars. Give a name of the typical modification to the sugar. What makes GAG ideal for the fluid in the joints? toWhich of the following is the correct glycosidic bond linkage of the disaccharide shown? OH но но он Он но но. OH OH O B-(1–1) glycosidic bond O B-(1–6) glycosidic bond O a-(1–6) glycosidic bond O a-(1-1) glycosidic bond1. An oligosaccharide is a repeating unit of a-D-galactopyranosyl- (a-1- 3)-allopyranoside. Each of the disaccharide unit is linked via B-1-->4 glycosidic bond. Identify and draw the molecular structure. Identify and draw the structure. The oligosaccharide has 10 monosaccharide residue a. Upon the action of alpha-glycosidase, identify and draw all the possible products. b. What is the L-isomer of the Fisher projection of one epimer of D-allopyronoside. Draw the structure. Why is this an epimer of the monosaccharide? c. Is this saccharide a good substrate for glycolysis? Why or why not?