************************************************ General Chemistry II Homework : Polymers & Biochemistry Answer Key ************************************************ ****************************************************************************** General Chemistry II Homework Sheet 3: Polymers and Biochemistry ****************************************************************************** Q1: Look at the compounds P to Y. Which is…..….. OHOH O P OH H O H H H H HO O R OH H H H H O Q OH O H H2N H C C HO OH H O H OH T O HO H H H S H OH O O OH HO NH2 -O P N O O HO O H2N N U O H CH C OH H H H CH2 O OH O O- HO H H OH H H l) Of the two fatty acids, which has the lower melting point? Why? m) Draw the skeletal structures of the four products that result when T is hydrolysed with lithium hydroxide solution. n) Draw the skeletal structures of the two possible dipeptides that we could make from combining Q with V. OH O O OH O a) a chiral amino acid? b) a disaccharide? c) an unsaturated fatty acid? d) a non-chiral amino acid? e) a triacyl glyceride? f) a tripeptide? g) a nucleotide? h) a pentose monosaccharide? i) a saturated fatty acid? j) a hexose monosaccharide? W V H O Q2: a) Draw two repeating units of the condensation polymer C that results when A is reacted with B b) What type of covalent bond is formed when the building blocks are joined? c) Is this a homopolymer or co-polymer? d) Does polymerisation occur by chain growth or step growth? e) What is the mass (Da to 6 s.f.) of the repeating unit? f) Given that when 10 mg of C was dissolved in 5 mL DMSO the osmotic pressure was found to be 14.14 Pa at 25 ºC, what is the average molar mass of the polymer? g) What is the average number of repeating units in each polymer chain? A O HO H2N NH2 B NH2 O (5’) GCCTATCTGCAAGTC (3’) Q3: Look at the fifteen-nucleotide DNA sequence shown: a) What is the percentage of A nucleotides? What is the percentage of C nucleotides? b) What is the expected abundance of G residues in the complementary strand of DNA? c) What is the expected abundance of A residues in the complementary strand of DNA? Q4: Complete the following statements complete with words chosen from the wordsearch box. A RN nds ide ar ch cis c sa no ur ides leot nuc es enzym ester a min o ac ids five mo pepti de b o es α-helic prote ins disa cch arid e fo sta rch s er acid fatty lipids d) Write out the eight-nucleotide DNA sequence is complementary to (5’) CTTCGAGC (3’) er A pentapeptide consists of______________building blocks called____________ joined together. There are four_____________in the pentapeptide. Longer polypeptides are called___________. In these biopolymers, the long chains fold against each other to create____________structural features including___________and_____________. Proteins with catalytic activity are called___________ DNA is a biolpolymer featuring many thousand_____________joined together, of which there are___________different types.____________is a single-stranded nucleic acid of ________ molecular mass. Glucose, sucrose and cellulose are _______________ Glucose is an example of a ____________. Galactose is a ____________ and _____________is an example of a polysaccharide. Triacylglycerides feature three____________functional groups. They can be hydrolysed to give glycerol and three___________. Saturated __________have a __________melting point than those featuring many __________double bonds. es at dr Y y oh OH rb ca HO gh hi O w lo HO ond ary O HO X NH HN sec O ts ee sh β- O 1 Q1: Look at the compounds below. Which is….. a) a chiral amino acid? V b) a disaccharide? R c) an unsaturated fatty acid? P d) a non-chiral amino acid? Q e) a triacyl glyceride? T f) a tripeptide? Y g) a nucleotide? U h) a pentose monosaccharide? W i) a saturated fatty acid? X j) a hexose monosaccharide? S OHOH O OH H O H P H R H HO O H OH H H H H O H H2N H C Q OH O C HO OH H O H OH T O HO H H H S O O OH O H OH O O OH HO NH2 -O P N O H2N N U O H CH C CH2 O O O- H H OH H H O HO O OH H H H V OH HO W H NH2 O O O X HO O NH HN O HO HO OH Y Q1: l) Of the two fatty acids, which has the lower melting point? Why? P. Both have similar van der Waals forces but cis double bonds create rigidity that cause P molecules pack together more poorly in the solid than they do in X. m) Draw the skeletal structures of the four products that result when T is hydrolysed with lithium hydroxide solution. O O OH OH OH HO O OH HO O n) Draw the skeletal structures of the two possible dipeptides that we could make from combining Q with V. H N O HO O HO O NH2 NH2 N H H-Gly-Phe-OH H-Phe-Gly-OH (17 marks) 2 Q2: a) Draw two repeating units of the condensation polymer C that results when A is reacted with B OH A O O O HN O B NH O HO O H2N HN NH2 NH b) What type of covalent bond is formed when the building blocks are joined? peptide bond c) Is this a homopolymer or co-polymer? co-polymer d) Does polymerisation occur by chain growth or step growth? step growth (4 + 2 + 2 + 2 + 2 + 4 + 3 marks) Q2: OH A O O O O B HO HN NH O O H2N NH2 HN NH e) What is the mass (Da to 6 s.f.) of the repeating unit? 250.34 Da (4 + 2 + 2 + 2 + 2 + 4 + 3 marks) 3 Q2: f) Given that when 10 mg of C was dissolved in 5 mL DMSO the osmotic pressure was found to be 14.14 Pa at 25 ºC, what is the average molar mass of the polymer? M = Π/RT = 14.14/ (8.314 x 298) = 5.707 x 10-3 molm-3 10 mg in 5 mL = 10 x 10-3 g in 5 x 10-6 m3 = 2000 gm-3 Mr = 2000 / 5.707 x 10-3 = 3.50 x 105 g/mol g) What is the average number of repeating units in each polymer chain? No. of repeating units = molar mass / mass of each unit = 3.50 x 105 g/mol / 250.34 g/mol = 1400 units (4 + 2 + 2 + 2 + 2 + 4 + 3 marks) Q3: Look at the fifteen-nucleotide DNA sequence below. (5’) GCCTATCTGCAAGTC (3’)? a) What is the percentage of A nucleotides? 20% What is the percentage of C nucleotides? 33.33% b) What is the expected abundance of G residues in the complementary strand of DNA? In DNA, G must pair with C and A must pair with T so %G = 33.33% (3 + 3 + 4 + 4 marks) 4 Q3: Look at the fifteen-nucleotide DNA sequence below. (5’) GCCTATCTGCAAGTC (3’)? c) What is the expected abundance of A residues in the complementary strand of DNA? In DNA, G must pair with C and A must pair with T so %A = 100 x (4/15) = 26.67% d) Write out the eight-nucleotide DNA sequence is complementary to (5’) CTTCGAGC (3’) | | | | | | | | (3’) GAAGCTCG (5’) (3 + 3 + 4 + 4 marks) five A pentapeptide consists of______________building blocks called____________ amino acids joined together. There are four_____________in the pentapeptide. Longer peptide bonds polypeptides are called___________. proteins In these biopolymers, the long chains fold against each other to create____________structural features secondary α-helices including___________and_____________. β-sheets Proteins with catalytic activity are called___________ enzymes DNA is a biolpolymer featuring many thousand_____________joined together, of nucleotides RNA which there are___________different types.____________is a single-stranded four nucleic acid of ________ lower molecular mass. carbohydrates Glucose is an example of a Glucose, sucrose and cellulose are _______________ ____________. Galactose is a ____________ an example monosaccharide disaccharide and _____________is starch of a polysaccharide. Triacylglycerides feature three____________functional groups. They can be ester lipids hydrolysed to give glycerol and three___________. Saturated __________have a fatty acids higher cis __________melting point than those featuring many __________double bonds. (10 marks) TOTAL: 60 marks Q4: Write out the following statements complete with words chosen from the wordsearch. Circle words you choose. 5