BIOCHEMHW1done

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Chemistry

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Feb 20, 2024

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Chem 481 Online Name _________________________ HW 1 Lessons 1.1-2 Note: Much of this exercise is designed to help you begin learning the amino acid structures and to have you focus in on really “reading” their structures to predict their physical and chemical properties. 1. Match the following descriptions of the various amino acid side chains with a corresponding numbered structure and give the one and three letter code(s) for the indicated amino acids. It is possible to have more than one number in each box and some of these may require you to make judgement call. Most important: Zoom in on the structural diversity. Number of the described side chain One and Three Letter Code(s) Description Small Polar R group containing a hydroxyl group Structural isomers of each other Acidic R groups (proton donor) Basic R groups (proton acceptor) Sulfur Containing R group Aromatic R groups that contain a benzene ring Saturated Hydrocarbon R groups or H Does not have chirality at the alpha carbon R groups that contain alcohols or phenols Sulfur Containing R group that can participate in a disulfide bridge R group with the highest pKa value R group with the highest Ka value

Chem 481 Online Name _________________________ HW 1 Lessons 1.1-2 2. Two amino acids have chiral carbons in their side chains or R group. Identify these amino acids and draw the structures of all of the possible stereoisomers of these amino acids. The amino acid with a hydroxyl group is found in proteins with the (2S, 3R) configuration and the other amino acid is found in proteins with the (2S, 3S) configuration. Circle the structures in your answer above that correspond to these isomers. 3. Chemical Jeopardy!!! One and three-letter code for the amino acid with no chiral  -carbon. What is _________________? The one and three letter codes for the two hydrophobic amino acids that are structural isomers of each other. What are_______________ and ___________________? The structure at pH 0 of the most “basic” of all amino acids having the three letter designation Arg. What is….? (Draw structure) The one and three letter codes of two amino acids with side chains (R groups) capable of forming H bonds. What are_______________ and _________________? Draw the structure of one these amino acids with its R group hydrogen bonded to a solvent water molecule. The structure and the one and three-letter code for the amino acid with a phenol group. What is….? The one and three-letter code for the amino acid capable of forming a disulfide bond.

Chem 481 Online Name _________________________ HW 1 Lessons 1.1-2 What is ________________ Histamine, which may mediate allergy and cold symptoms, is made from the amino acid with the designation His by the loss of the carboxyl group. What is….? (Draw structure) The neurotransmitter serotonin results from the loss of the carboxylic acid group and the addition of a hydroxyl group at the 5 position on the aromatic ring of this amino acid, which is designated by the one- letter code, W. What is….? (Draw structure) Substitution on the methyl group of this amino acid with a hydroxyl group yields the amino acid designated Ser and substitution with a phenyl group yields the amino acid designated Phe. What is….? (Draw structure in zitterionic form) The one and three letter code for the amino acid whose -amino group is bonded directly to two C atoms. What is________________? The principle ionic form of the amino acid Lysine at pH=4 (pKa of the R group = 10.5) What is….? (Draw structure) 4. Glutamic acid titration curve

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